"One-pot" reductive lactone alkylation provides a concise asymmetric synthesis of chiral isoprenoid targets.

No abstract is available for this paper.

• Publication year

  2013

• Venue

  Organic Letters

• Publication date

  2013-08-19

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/ol401801gPMID 23957629
• 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.

• An alternative stereoselective synthesis of (R)- and (S)-Rosaphen® via asymmetric catalytic hydrogenation.

  2011cited by this paper
• One-pot reductive cleavage of exo-olefin to methylene with a mild ozonolysis-Clemmensen reduction sequence

  2010cited 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
• Self-consistent synthesis of the squalene synthase inhibitor zaragozic acid C via controlled oligomerization.

  2008cited by this paper
• Total synthesis of phosphatidylinositol mannosides of Mycobacterium tuberculosis.

  2006cited by this paper
• Total synthesis of halipeptin A: a potent antiinflammatory cyclic depsipeptide.

  2005cited by this paper
• Synthesis of chiral methyl-branched linear pheromones starting from (+)-aromadendrene. Part 7

  2003cited by this paper
• Highly Enantioselective Rhodium‐Catalyzed Hydrogenation of 2‐(2‐Methoxy‐2‐oxoethyl)acrylic Acid − A Convenient Access of Enantiomerically Pure Isoprenoid Building Blocks

  2003cited by this paper
• A convenient and asymmetric protocol for the synthesis of natural products containing chiral alkyl chains via Zr-catalyzed asymmetric carboalumination of alkenes. Synthesis of phytol and vitamins E and K.

  2001cited by this paper
• A Stereoselective Synthesis of trans-1,2-Disubstituted Alkenes Based on the Condensation of Aldehydes with Metallated 1-Phenyl-1H-tetrazol-5-yl Sulfones

  1998cited by this paper
• ZIRCONIUM-CATALYZED ENANTIOSELECTIVE METHYLALUMINATION OF MONOSUBSTITUTED ALKENES

  1995cited by this paper
• Absolute Stereochemistry of the Squalene Synthase Inhibitor Zaragozic Acid C

  1994cited by this paper
• The Isolation and Structure Elucidation of Zaragozic Acid C, a Novel Potent Squalene Synthase Inhibitor.

  1993cited by this paper
• Enantioselective Synthesis Of (S)-2-Methyl-1-Alkanols Via Bakers-Yeast Mediated Reduction Of Alpha-Methyl-2-Thiophenepropenals

  1992cited by this paper
• New chemoenzymatic synthesis of (R)- and (S)-4-(phenylsulfonyl)-2-methyl-1-butanol : a chiral C5 isoprenoid synthon

  1990cited by this paper
• Enantioselective hydrogenation of allylic and homoallylic alcohols

  1987cited by this paper
• Syntheses of hydroxy ketones from lactones

  1984cited by this paper
• THE CHEMISTRY OF THE LIPOIDS OF TUBERCLE BACILLI VI. CONCERNING TUBERCULOSTEARIC ACID AND PHTHIOIC ACID FROM THE ACETONE-SOLUBLE FAT

  1929cited by this paper

• Harnessing the 1,3-azadiene-anhydride reaction for the regioselective and stereocontrolled synthesis of lactam-fused bromotetrahydropyrans by bromoetherification of lactam-tethered trisubstituted tertiary alkenols

  2024cites this paper
• Recent advances in the synthesis of insect pheromones: an overview from 2013 to 2022.

  2023cites this paper
• Asymmetric Synthesis of Contact Sex Pheromone of Tetropium fuscum and Its Enantiomer

  2022cites this paper
• Rosaphen synthesis: homogeneously catalyzed aldol condensation of cinnamaldehyde or hydrocinnamaldehyde with propanal followed by hydrogenation over ruthenium and nickel supported catalysts

  2022cites this paper
• Stereocontrolled access to δ-lactone-fused-γ-lactams bearing angular benzylic quaternary stereocenters

  2022cites this paper
• Contra-thermodynamic halolactonization of lactam-tethered 5-aryl-4(E)-pentenoic acids for the flexible and stereocontrolled synthesis of fused lactam-halolactones

  2022cites this paper
• Clemmensen Reduction

  2021cites this paper
• Oxidations and Reductions

  2020cites this paper
• Concise asymmetric synthesis of two natural oxacyclododecindione-type macrolactones from industrial waste

  2020cites this paper
• [Development of Synthetic Strategies for Densely Oxygenated Natural Products: Total Synthesis of Lactacystin and Zaragozic Acid C Using Photochemical C(sp3)-H Functionalization].

  2019cites this paper
• The Julia–Kocienski Olefination

  2018cites this paper
• On the Structure of (R)-2-Methylheptyl Isonicotinate: Evidence for the Structural Solution from Total Synthesis

  2018cites this paper
• Synthesis of pentacyclic pyrrolo[3,4-a]carbazole-1,3(2H)-diones via an intermolecular Diels-Alder, intramolecular carbonyl-ene reaction strategy

  2016cites this paper
• Toward Catalytic, Enantioselective Chlorolactonization of 1,2-Disubstituted Styrenyl Carboxylic Acids

  2016cites this paper
• Synthesis and evaluation of antibacterial activity of (R)-2-methylheptyl isonicotinate, a putative naturally occurring bioactive agent.

  2015cites this paper
• A scalable, nonenzymatic synthesis of highly stereopure difunctional C4 secondary methyl linchpin synthons.

  2015cites this paper
• Chiral methyl-branched pheromones.

  2015cites this paper