Chiral methyl-branched pheromones.

No abstract is available for this paper.

• Publication year

  2015

• Venue

  Natural product reports (Print)

• Publication date

  2015-06-26

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1039/c4np00138aPMID 25849023
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Identification, Synthesis, and Field Tests of the Sex Pheromone of Margarodes prieskaensis (Jakubski)

  2016cited by this paper
• The Lutzomyia longipalpis complex: a brief natural history of aggregation-sex pheromone communication

  2016cited by this paper
• Chemistry of the pheromones of mealybug and scale insects.

  2015cited by this paper
• Cyclopropane intermediates in the synthesis of chiral alcohols with methyl-branched carbon skeleton. Application in the synthesis of insect pheromones

  2014cited by this paper
• Synthesis and Field Evaluation of Stereoisomers and Analogues of 5-Methylheptadecan-7-ol, an Unusual Sex Pheromone Component of the Lichen Moth, Miltochrista calamina

  2014cited by this paper
• Identification, Synthesis, and Behavioral Activity of 5,11-Dimethylpentacosane, A Novel Sex Pheromone Component of the Greater Wax Moth, Galleria Mellonella (L.)

  2014cited by this paper
• Conserved Class of Queen Pheromones Stops Social Insect Workers from Reproducing

  2014cited by this paper
• Enantiospecific synthesis and filed evaluation of four stereoisomers of 10,14-dimethyloctadec-1-ene, a sex pheromone component secreted by female moths of the apple leafminer

  2014cited by this paper
• Structure elucidation of female-specific volatiles released by the parasitoid wasp Trichogramma turkestanica (Hymenoptera: Trichogrammatidae)

  2014cited by this paper
• Catalytic asymmetric synthesis of the Colorado potato beetle pheromone and its enantiomer

  2014cited by this paper
• Asymmetric total synthesis of a putative sex pheromone component from the parasitoid wasp Trichogramma turkestanica

  2014cited by this paper
• (3S,5R)-6-(benzyloxy)-3-methylhexane-1,5-diol in the synthesis of insect pheromones with methyl-branched carbon chain and of amphidinolide L C7–C14 fragment

  2014cited by this paper
• Carboxy-directed asymmetric hydrogenation of 1,1-diarylethenes and 1,1-dialkylethenes.

  2013cited by this paper
• Synthesis of Four Stereoisomers of (S)‐2‐Methylpent‐3‐yl 3,13‐Dimethylpentadecanoate, a Sex Pheromone of the Bagworm Moth Clania variegate, Using Stereospecific Inversion of Secondary Sulfonates as a Key Step

  2013cited by this paper
• A concise and stereoselective chemoenzymatic synthesis of Sitophilate, the male-produced aggregation pheromone of Sitophilus granarius (L.)

  2013cited by this paper
• Alternative synthesis of the Colorado potato beetle pheromone.

  2013cited by this paper
• (6R,10S)-Pallantione: the first ketone identified as sex pheromone in stink bugs.

  2013cited by this paper
• "One-pot" reductive lactone alkylation provides a concise asymmetric synthesis of chiral isoprenoid targets.

  2013cited by this paper
• A Male-Predominant Cuticular Hydrocarbon, 7-Methyltricosane, is used as a Contact Pheromone in the Western Flower Thrips Frankliniella occidentalis

  2013cited by this paper
• Efficient asymmetric synthesis of long chain methyl-branched hydrocarbons, components of the contact sex pheromone of females of the cerambycid beetle, Neoclytus acuminatus acuminatus

  2013cited by this paper
• Synthesis of All Four Stereoisomers of 6,10,13-Trimethyltetradecan-2-one, a Sex Pheromone Component Produced by Males of the Stink Bug Pallantia macunaima

  2013cited by this paper
• Total synthesis, proof of absolute configuration, and biosynthetic origin of stylopsal, the first isolated sex pheromone of strepsiptera.

  2013cited by this paper
• A Facile Asymmetric Synthesis of (S)-14-Methyl-1-Octadecene, the Sex Pheromone of the Peach Leafminer Moth

  2013cited by this paper
• Volatile compounds emitted by Triatoma dimidiata, a vector of Chagas disease: chemical analysis and behavioural evaluation

  2013cited by this paper
• Total synthesis of a cuticular hydrocarbon from the cane beetle Antitrogus parvulus: confirmation of the relative stereochemistry.

  2012cited by this paper
• Total Synthesis of (–)-Invictolide

  2012cited by this paper
• Stereospecific inversion of secondary tosylates to yield chiral methyl-branched building blocks, applied to the asymmetric synthesis of leafminer sex pheromones

  2012cited by this paper
• Defensive Spiroketals from Asceles glaber (Phasmatodea): Absolute Configuration and Effects on Ants and Mosquitoes

  2012cited by this paper
• Chemoenzymatic Synthesis of Stegobinone and Stegobiol, Components of the Natural Sex Pheromone of the Drugstore Beetle (Stegobium paniceum L.)

  2012cited by this paper
• Stereoselective synthesis of (2S,3S,7S)-3,7-dimethylpentadecan-2-ol and its propionate, the sex pheromones of pine sawflies

  2012cited by this paper
• Male-Produced Sex Pheromone of the Stink Bug Edessa meditabunda

  2012cited by this paper
• Metathesis-Mediated Synthesis of (R)-10-Methyl-2-tridecanone, the Southern Corn Rootworm Pheromone

  2012cited by this paper
• Synthesis of All the Stereoisomers of 6-Methyl-2-octadecanone, 14-Methyl-2-octadecanone, and 6,14-Dimethyl-2-octadecanone, Sex Pheromone Components of the Lyclene dharma dharma Moth, from the Enantiomers of Citronellal

  2012cited by this paper
• Stylopsal: The First Identified Female-produced Sex Pheromone of Strepsiptera

  2012cited by this paper
• Asymmetric Syntheses of the Sex Pheromones of Pine Sawflies, Their Homologs and Stereoisomers

  2012cited by this paper
• First Sex Pheromone of the Order Strepsiptera: (3R,5R,9R)-3,5,9-Trimethyldodecanal in Stylops melittae Kirby, 1802

  2012cited by this paper
• A general, asymmetric, and noniterative synthesis of trideoxypropionates. Straightforward syntheses of the pheromones (+)-vittatalactone and (+)-norvittatalactone.

  2012cited by this paper
• Stereoselective synthesis of methyl branched chiral deoxypropionate units: a new route for synthesis of insect pheromone (−)-lardolure and (2R,4R,6R,8R) 2,4,6,8-tetramethylundecanoic acid

  2012cited by this paper
• The Male-produced Sex Pheromone of the True Bug, Phthia picta, is an Unusual Hydrocarbon

  2012cited by this paper
• Enantioselective synthesis of α-alkyl-β-ketoesters: asymmetric Roskamp reaction catalyzed by an oxazaborolidinium ion.

  2012cited by this paper
• Pheromone synthesis. Part 245: Synthesis and chromatographic analysis of the four stereoisomers of 4,8-dimethyldecanal, the male aggregation pheromone of the red flour beetle, Tribolium castaneum

  2011cited by this paper
• Analyses of lepidopteran sex pheromones by mass spectrometry

  2011cited by this paper
• Synthesis of (4R,6S,7R)-7-hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5-dimethyl-2-octanone

  2011cited by this paper
• A general strategy for the introduction of stereogenic centers bearing a methyl group: total synthesis of sex pheromones.

  2011cited by this paper
• Synthesis and Field Tests of Possible Minor Components of the Sex Pheromone of Prionus californicus

  2011cited by this paper
• A non-iterative, flexible, and highly stereoselective synthesis of polydeoxypropionates--synthesis of (+)-vittatalactone.

  2011cited by this paper
• Chemoenzymatic synthesis of (2R,6R,10R)-6,10,14-trimethylpentadecan-2-ol, sex pheromone of rice moth (Corcyra cephalonica), and of its (2S,6R,10R)-diastereomer

  2011cited by this paper
• Anatomical localization and stereoisomeric composition of Tribolium castaneum aggregation pheromones

  2011cited by this paper
• Stereoselective synthesis of (3S,5S,6S)-tetrahydro-6-isopropyl-3,5-dimethylpyran-2-one; a C5-epimer of a component of a natural sex pheromone of the wasp Macrocentrus grandii, the larval parasitoid of the European corn borer Ostrinia nubilalis

  2011cited by this paper
• (5R,7R)-5-Methylheptadecan-7-ol: a novel sex pheromone component produced by a female lichen moth, Miltochrista calamina, in the family Arctiidae

  2011cited by this paper
• Syntheses of Aggregation Pheromones of the Palm Weevils Rhyncophorus vulneratus and R. phoenicis and of (+)-trans-Whiskey Lactone

  2011cited by this paper
• Enantioselective Total Synthesis of (+)‐Vittatalactone

  2011cited by this paper
• Determination of the Relative and Absolute Configurations of the Female-produced Sex Pheromone of the Cerambycid Beetle Prionus californicus

  2010cited by this paper
• Stereoselective synthesis of the sex pheromone of the yellow mealworm using (S)-4-benzyloxazolidinone as chiral auxiliary

  2010cited by this paper
• Stereoselective synthesis of an alarm pheromone of Grematogaster ants using (4S)-4-benzyloxazolidinone as chiral auxiliary

  2010cited by this paper
• Methyl 3-bromomethyl-3-butenoate as an isopentane building block for the stereoselective preparation of (S)-4-methyl-3,6-dihydro-2H-pyran-2-carbaldehyde and (+)-faranal

  2010cited by this paper
• Purification, Stereoisomeric Analysis and Quantification of Sex Pheromone Precursors in Female Whole Body Extracts from Pine Sawfly Species

  2010cited by this paper
• Enantioselective total synthesis of the unnatural and the natural stereoisomers of vittatalactone.

  2010cited by this paper
• Positions and Stereochemistry of Methyl Branches in the Novel Sex Pheromone Components Produced by a Lichen Moth, Lyclene dharma dharma

  2010cited by this paper
• 2,3-Dihydrohomofarnesal: Female Sex Attractant Pheromone Component of Callosobruchus rhodesianus (Pic)

  2010cited by this paper
• A new sesquiterpenoid produced by female Callosobruchus rhodesianus (Pic): a possible component of the sex attractant pheromone

  2010cited by this paper
• Pheromone synthesis. Part 243: Synthesis and biological evaluation of (3R,13R,1′S)-1′-Ethyl-2′-Methylpropyl 3,13-dimethylpentadecanoate, the major component of the sex pheromone of Paulownia bagworm, Clania variegata, and its stereoisomers.

  2010cited by this paper
• Identification and Synthesis of a Female-Produced Sex Pheromone for the Cerambycid Beetle Prionus Californicus

  2009cited by this paper
• The Sex Pheromones of Two Pine Sawfly Species, Gilpinia frutetorum and Gilpinia socia: Chemical Identification, Synthesis and Biological Activity

  2009cited by this paper
• Stereoselective synthesis of (R)-10-methyltridecan-2-one, the sex pheromone of the southern corn rootworm, using (4S)-benzylthiazolidinethione as a chiral auxiliary

  2009cited by this paper
• Determination by HPLC fluorescence analysis of the natural enantiomers of sex pheromones in the New World screwworm fly, Cochliomyia hominivorax

  2009cited by this paper
• Enantioselective total synthesis and determination of absolute configuration of vittatalactone.

  2009cited by this paper
• Behavioral and Electrophysiological Responses of Triatoma brasiliensis Males to Volatiles Produced in the Metasternal Glands of Females

  2009cited by this paper
• Synthesis and absolute configuration of (S)-(+)-chichimol ketone: the defensive secretion of walking stick Agathemera elegans

  2009cited by this paper
• Synthesis of all the stereoisomers of 6-methyl-2-octadecanone, 6,14-dimethyl-2-octadecanone, and 14-methyl-2-octadecanone, the components of the female-produced sex pheromone of a moth, Lyclene dharma dharma

  2009cited by this paper
• Synthesis of all the four stereoisomers of (1′S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate, the major component of the sex pheromone of Paulownia bagworm, Clania variegata

  2009cited by this paper
• Chemical Analysis of Female Volatiles and Field Response of the Coffee Leafminer Moth (Lepidoptera: Lyonetiidae) to Stereoisomers of Its Major Sex Pheromone Component

  2009cited by this paper
• Stereoselective synthesis of 10,14-dimethyloctadec-1-ene, 5,9-dimethyloctadecane, and 5,9-dimethylheptadecane, the sex pheromones of female apple leafminer

  2009cited by this paper
• Biosynthesis of insect spiroacetals.

  2009cited by this paper
• Enantioselective synthesis of (S)-3,7-dimethyl-2-oxo-6-octene-1,3-diol: a Colorado potato beetle pheromone.

  2009cited by this paper
• Stereochemistry of Female-Specific Normonoterpenes, Sex Pheromone Candidates from the Acarid Mite, Tyreophagus sp. (Astigmata: Acaridae)

  2009cited by this paper
• Spiroacetal biosynthesis in insects from Diptera to Hymenoptera: the Giant Ichneumon wasp Megarhyssa nortoni nortoni Cresson.

  2008cited by this paper
• Volatile chemical release by bethylid wasps: identity, phylogeny, anatomy and behaviour

  2008cited by this paper
• Polyketides in insects: ecological role of these widespread chemicals and evolutionary aspects of their biogenesis

  2008cited by this paper
• Efficient and selective synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18-hexamethyl-docosane via Zr-catalyzed asymmetric carboalumination of alkenes (ZACA reaction).

  2008cited by this paper
• Synthesis of all the six components of the female-produced contact sex pheromone of the German cockroach, Blattella germanica (L.) ☆

  2008cited by this paper
• 7‐methylheptacosane is a major component of the contact sex pheromone of the cerambycid beetle Neoclytus acuminatus acuminatus

  2008cited by this paper
• Synthesis of the (5S,9R)-isomer of 5,9-dimethylpentadecane, the major component of the female sex pheromone of the coffee leaf miner moth, Leucoptera coffeella

  2008cited by this paper
• Synthesis of (S,R,R,S,R,S)-4,6,8,10,16,18- hexamethyldocosane from Antitrogus parvulus via diastereoselective hydrogenations.

  2007cited by this paper
• Using Generic Pheromone Lures to Expedite Identification of Aggregation Pheromones for the Cerambycid Beetles Xylotrechus nauticus, Phymatodes lecontei, and Neoclytus modestus modestus

  2007cited by this paper
• Significance of chirality in pheromone science.

  2007cited by this paper
• Candidate sex pheromones of the New World screwworm Cochliomyia hominivorax

  2007cited by this paper
• Radical mediated stereoselective synthesis of meso-7,11-dimethylheptadecane, a female sex pheromone component of the spring hemlock looper and the pitch pine looper

  2007cited by this paper
• Citronellal as Key Compound in Organic Synthesis

  2007cited by this paper
• Sex pheromone of the oriental tussock moth Artaxa subflava (Bremer) (Lepidoptera: Lymantriidae): Identification and field attraction

  2007cited by this paper
• The Synthesis of Insect Pheromones, 1979–1989

  2007cited by this paper
• Stereoselective chemoenzymatic synthesis of sitophilate: a natural pheromone

  2007cited by this paper
• A Novel Lepidopteran Sex Pheromone Produced by Females of a Lithosiinae Species, Lyclene dharma dharma, in the Family of Arctiidae

  2007cited by this paper
• Sex Pheromone of the Pine Sawfly, Gilpinia pallida: Chemical Identification, Synthesis, and Biological Activity

  2006cited by this paper
• Radical mediated stereoselective synthesis of (4R,8R)-4,8-dimethyldecanal, an aggregation pheromone of Tribolium flour beetles

  2006cited by this paper
• (1S)-1-Ethyl-2-Methylpropyl 3,13-Dimethylpentadecanoate: Major Sex Pheromone Component of Paulownia Bagworm, Clania variegata

  2006cited by this paper
• The synthesis of the insect pheromone (2S,3R,7R)-3,7-dimethyltridec-2-yl acetate from racemic 3,4-dimethyl-γ-butyrolactone by diastereoselective chiral resolution

  2006cited by this paper
• Synthesis of (4R,8R)- and (4S,8R)-4,8-dimethyldecanal: the common aggregation pheromone of flour beetles

  2006cited by this paper
• 4-Methyl-1-hepten-3-one, the Defensive Compound from Agathemera elegans (Philippi) (Phasmatidae) Insecta

  2006cited by this paper
• A Two‐Step Chemoenzymatic Synthesis of the Natural Pheromone (+)‐Sitophilure Utilizing Isolated, NADPH‐Dependent Ketoreductases

  2006cited by this paper

• Sex Pheromone of the Azalea Mealybug: Absolute Configuration and Kairomonal Activity

  2024cites this paper
• Polyaniline-based magnetically-driven microbots for improving enantioselective separation toward amino acids

  2024cites this paper
• Butterfly Linguistics: Decoding the Biology of Visual and Olfactory Communication

  2024cites this paper
• Courtship and mating behavior of Endoclita signifer (Hepialidae: Lepidoptera) and the male sex pheromones in hairbrushes.

  2024cites this paper
• Meroterpenoids? A historical and critical review of this biogenetic determinant.

  2023cites this paper
• Identification and Field Bioassay of Rusicada privata (Lepidoptera: Erebidae) Sex Pheromone.

  2023cites this paper
• Recent advances in the synthesis of insect pheromones: an overview from 2013 to 2022.

  2023cites this paper
• The scent chemistry of butterflies.

  2022cites this paper
• Development of a high-efficiency sex pheromone formula to control Euproctis pseudoconspersa

  2022cites this paper
• A Unified Approach for the Total Synthesis of cyclo‐Archaeol, iso‐Caldarchaeol, Caldarchaeol, and Mycoketide

  2021cites this paper
• A Novel Synthesis of Sex Pheromone from the Longicorn Beetle (Psacothea hilaris)

  2021cites this paper
• Isoleucine residues determine chiral discrimination of odorant-binding protein.

  2020cites this paper
• Hydroboration–Oxidation of Terpenoids in Targeted Syntheses of Low-Molecular-Mass Bioregulators

  2020cites this paper
• The Chemistry of Insect Pheromones

  2020cites this paper
• Chemical identification of an aggregation pheromone in the termite Reticulitermes speratus

  2020cites this paper
• Total synthesis of four stereoisomers of methyl 4,8,12-trimethylpentadecanoate, a major component of the sex pheromone of the stink bug Edessa meditabunda.

  2020cites this paper
• Species diversity of different insect families trapped under beer-based volatile fermentation

  2020cites this paper
• Semiochemicals containing lepidopteran sex pheromones: Wonderland for a natural product chemist

  2020cites this paper
• Surprising chiral composition changes over the Amazon rainforest with height, time and season

  2019cites this paper
• Modified Ozonolytic Synthesis of 4Z-Nonen-1-ol, an Intermediate for the Synthesis of Sex Pheromones of Cotton Bollworm and Cabbage Moth, from the Cyclic Butadiene-Isoprene Codimer

  2019cites this paper
• Metal‐free aerobic oxidative esterification of aromatic aldehydes promoted by potassium fluoride (KF)

  2019cites this paper
• Chemistry of the Secondary Metabolites of Termites.

  2019cites this paper
• Tools for detecting insect semiochemicals: a review

  2018cites this paper
• Computational design of high-performance ligand for enantioselective Markovnikov hydroboration of aliphatic terminal alkenes

  2018cites this paper
• Remote Asymmetric Induction Reactions using a E, E-Vinylketene Silyl N, O-Acetal and the Wide Range Stereocontrol Strategy for the Synthesis of Polypropionates.

  2018cites this paper
• Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transposition of Allylic Diazenes.

  2017cites this paper
• Identification, Synthesis, and Field Tests of the Sex Pheromone of Margarodes prieskaensis (Jakubski)

  2016cites this paper
• Stereoselective Alkylation of the Vinylketene Silyl N,O-Acetal and Its Application to the Synthesis of Mycocerosic Acid.

  2016cites this paper
• The Lutzomyia longipalpis complex: a brief natural history of aggregation-sex pheromone communication

  2016cites this paper
• Pheromone synthesis. Part 258. Synthesis of the enantiomers of the beetle pheromones ethyl 4-methylheptanoate, 4-methyloctanoic acid and 4-methyl-1-nonanol, and HPLC analysis of their derivatives to determine their enantiomeric purities☆

  2016cites this paper
• Copper‐Catalyzed Asymmetric Conjugate Addition of Dimethylzinc to Acyl‐N‐methylimidazole Michael Acceptors: Scope, Limitations and Iterative Reactions

  2016cites this paper
• The Influence of Chirality on the Behavioral Responses of Longhorned Beetles (Coleoptera: Cerambycidae) to Volatile and Contact Pheromones

  2016cites this paper
• Pheromone synthesis. Part 259: Synthesis of seven methyl-branched hydrocarbons as the pheromone candidates for female Korean apricot wasp, Eurytoma maslovskii☆

  2016cites this paper
• Synthesis of (6R,12R)-6,12-Dimethylpentadecan-2-one, the Female-Produced Sex Pheromone from Banded Cucumber Beetle Diabrotica balteata, Based on a Chiron Approach

  2015cites this paper
• Determination of the Absolute Configuration of Female-Produced Contact Sex Pheromone Components of the Longhorned Beetle, Neoclytus acuminatus acuminatus (F)

  2015cites this paper