Syntheses of Anthracyclines and Fredericamycin A via Strong Base-Induced CycloadditionReaction of Homophthalic Anhydrides

No abstract is available for this paper.

• Publication year

  2007

• Venue

  Unknown venue

• Publication date

  Unknown publication date

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1007/128_2007_10
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• Inhibition of topoisomerases by fredericamycin A

  2004cited by this paper
• Total synthesis of lactonamycinone.

  2003cited by this paper
• Studies directed toward the total synthesis of lactonamycin: control of the sense of cycloaddition of a quinone through directed intramolecular catalysis.

  2003cited by this paper
• Enantioselective total synthesis of a potent antitumor antibiotic, fredericamycin A.

  2001cited by this paper
• An efficient synthesis of peri-hydroxy aromatic compounds via a strong-base-induced

  2000cited by this paper
• Regio- and stereoselective rearrangement reactions of various α,β-epoxy acylates: Suitable combination of acyl groups and Lewis acids

  1999cited by this paper
• Asymmetric Total Synthesis of Fredericamycin A.

  1999cited by this paper
• Synthetic Studies on Heteroanthracyclines

  1998cited by this paper
• An Efficient Synthesis of peri-Hydroxy Aromatic Compounds: A Strong Base-Induced [4 + 2]Cycloaddition of 4-Phenylthio-Substituted Homophthalic Anhydrides with Various Sulfinyl-Substituted Dienophiles

  1998cited by this paper
• Acid-Promoted Rearrangement of Cyclic α,β-Epoxy Acylates: Stereoselective Synthesis of Spirocyclanes and Quaternary Carbon Centers

  1997cited by this paper
• Acid-promoted rearrangement of α,β-epoxy acylates: Remarkable effects of an acyl group and a Lewis acid

  1997cited by this paper
• Total Synthesis of Galtamycinone, the Common Aglycon of the C-Glycosyl Naphthacenequinone Antibiotics

  1996cited by this paper
• The Total Synthesis of Dynemicin A Leading to Development of a Fully Contained Bioreductively Activated Enediyne Prodrug

  1996cited by this paper
• Asymmetric synthesis of chiral spirocyclanes: Selective formation of 2-acyloxy-1-oxospiro[4.n]alkanes by regio- and stereoselective rearrangement of α,β-epoxy acylates in bicyclo[n.3.0]alkane systems

  1995cited by this paper
• Azadiene diels‐alder reactions: Scope and applications. Total synthesis of natural and Ent‐fredericamycin A

  1995cited by this paper
• Synthesis of (.+-.)-Fredericamycin A

  1994cited by this paper
• Total Synthesis of Crystalline (.+-.)-Fredericamycin A. Use of Radical Spirocyclization

  1994cited by this paper
• A Novel Efficient Synthesis of 1-Ethoxyvinyl Esters and Their Use in Acylation of Amines and Alcohols: Synthesis of Water-Soluble Oxaunomycin Derivatives

  1993cited by this paper
• Novel efficient synthesis of 1-ethoxyvinyl esters using ruthenium catalysts and their use in acylation of amines and alcohols: synthesis of hydrophilic 3′-N-acylated oxaunomycin derivatives

  1993cited by this paper
• Synthesis of a 5-deoxypyranoanthracycline : An entry into novel analogs of idarubicin

  1993cited by this paper
• Synthesis of 4-Amino-substituted-6-hydroxy and 11-hydroxynaphtho[2,3-g]quinoline-5,12-diones, and the unexpected formation of disubstituted imidazo[4,5,l-i,j]naphtho[2,3-g]quinolin-7-ones

  1993cited by this paper
• Convenient synthesis of alcohol O-hemiesters using isopropenyl esters as acylating reagents: synthesis of hydrophilic oxaunomycin 10-O-hemiester derivatives

  1993cited by this paper
• Synthesis of a potent rhodomycin, oxaunomycin, and its analogs.

  1992cited by this paper
• Asymmetric synthesis of anthracyclinones : synthesis of a new chiral AB-synthon, (5R,6R)-6-ethyl-5,6-dihydroxy-5,6,7,8-tetrahydro-1,4-naphthoquinone, and its application for a novel regioselective synthesis of (-)-γ-rhodomycinone

  1992cited by this paper
• Synthetic Anthracyclines : Total Synthesis of D-Ring Pyridine and Pyrazine Analogues of 11-Deoxydaunomycin

  1991cited by this paper
• Synthesis of 1-functionalized-6-hydroxy-4-methyl and 6,11-dihydroxy-4-methylnaphtho[2,3-g]isoquinoline-5,12-quinones

  1991cited by this paper
• Synthetic anthracyclines: regiospecific total synthesis of a D-ring indole analogue of daunomycin.

  1990cited by this paper
• Synthetic anthracyclines: regiospecific total synthesis of D-ring thiophene analogues of daunomycin.

  1990cited by this paper
• Asymmetric synthesis of anthracyclinones: Regio- and stereoselective synthesis of (-)-7-deoxydaunomycinone through direct asymmetric introduction of an alkynyl unit into C9 ketone.

  1990cited by this paper
• The first total synthesis of a potent β-rhodonycin, oxaunonycin: regioselectiveglycosidation of the c-7 hydroxyl c-7 group of β-rhodomycinone

  1990cited by this paper
• Regio- and stereo-selective construction of anthracyclinones: total synthesis of (–)-γ-rhodomycinone

  1989cited by this paper
• On the formation of oxygenated radicals by fredericamycin A and implications to its anticancer activity: an ESR investigation.

  1989cited by this paper
• Water soluble salts of fredericamycin A: preparation and biological activity.

  1988cited by this paper
• Synthetic studies on nogalamycin congeners [4]1,2 syntheses amd antitumor activity of various nogalamycin congeners

  1988cited by this paper
• Syntheses and cytotoxicity of various 7-methoxynogarene derivatives.

  1988cited by this paper
• Structure of fredericamycin A, an antitumor antibiotic of a novel skeletal type; spectroscopic and mass spectral characterization.

  1987cited by this paper
• An efficient, regiospecific synthesis of 4-demethoxydaunomycinone and daunomycinone.

  1987cited by this paper
• A new synthetic strategy for heteroanthracyclines: Total synthesis of D-ring thiophene analogs of daunomycin

  1987cited by this paper
• Asymmetric synthesis of anthracyclinones using chiral acetal: synthesis of a new chiral AB-synthon, ()-2-bromo-6-ethynyl-6-hydroxy-5, 6, 7, 8-tetrahydro-1, 4-naphthoquinone, and its application for ()-7-deoxydaunomycinone

  1987cited by this paper
• A stable and easily prepared catalyst for the enantioselective reduction of ketones. Applications to multistep syntheses

  1987cited by this paper
• A novel enantiocontrolled synthesis of (+)-9-deacetyl-9-(hydroxymethyl)-4-demethoxydaunomycinone.

  1987cited by this paper
• Practical total synthesis of 11-deoxydaunomycinone and the first total synthesis of 11-deoxydaunomycin

  1987cited by this paper
• A highly convergent strategy for the synthesis of 4-demethoxydaunomycinone and daunohycinone: A novel synthesis of C4-acetoxylated homophthalic anhydrides

  1986cited by this paper
• Synthesis of (±)-fredericamycin A

  1986cited by this paper
• Facile and efficient syntheses of carboxylic anhydrides and amides using (trimethylsilyl)ethoxyacetylene

  1986cited by this paper
• Magnetic resonance studies of fredericamycin A: evidence for O2-dependent free-radical formation.

  1986cited by this paper
• A short and efficient synthesis of 11-deoxyanthracyclinones: strong base-induced cycloaddition of the suitably substituted tetrahydrohomophthalic anhydride

  1985cited by this paper
• Synthesis of antibiotic SS-228R. Strong base induced cycloaddition of homophthalic anhydrides

  1985cited by this paper
• Strong base induced cycloaddition of homophthalic anhydrides leading to peri-hydroxy polycyclic compounds

  1984cited by this paper
• Linearly condensed peri-hydroxy aromatic compounds derived from the cycloaddition reaction of homophthalic anhydrides with dienophiles.

  1983cited by this paper
• Fredericamycin A, an antitumor antibiotic of a novel skeletal type

  1982cited by this paper
• A new general regiocontrolled synthesis of anthracyclinones using cycloaddition of homophthalic anhydrides to 2-chloro-6-oxo-5,6,7,8-tetrahydro-1,4-naphthoquinone 1,2-ethanediyl acetal

  1982cited by this paper
• The absolute configurations of (+)-thalictrifoline and (+)-corydalic acid methyl ester. Total synthesis of (+)-thalictrifoline.

  1981cited by this paper
• FREDERICAMYCIN A, A NEW ANTITUMOR ANTIBIOTIC

  1981cited by this paper
• Fredericamycin A, a new antitumor antibiotic. II. Biological properties.

  1981cited by this paper
• Cycloaddition of homophthalic anhydride: A new and simple route to linearly condensed phenolic compoumds

  1981cited by this paper
• A total synthesis of chelidonine

  1980cited by this paper
• Cycloaddition reactions of indenes. 2. Reactions with dimethyl acetylenedicarboxylate and maleic anhydride

  1980cited by this paper
• Synthesis of (.+-.)-thalictricavine, berlambine, and (.+-.)-canadine from a common intermediate

  1979cited by this paper
• Synthesis of racemic thalictricavine berlambine and racemic canadine from a common intermediate

  1979cited by this paper
• A convergent route to phthalideisoquinoline alkaloids via directed metalation of tertiary benzamides

  1979cited by this paper
• DICHOTOMOUS REACTIONS OF THIOKETONES WITH TETRACARBONYLFERRATE

  1979cited by this paper
• A TOTAL SYNTHESIS OF CORYDALINE

  1978cited by this paper
• Intramolecular Cycloaddition Reactions of ortho-Quinodimethanes in Organic Synthesis

  1978cited by this paper
• A highly stereoselective synthesis of 3,4-dihydro-1(2H)-isoquinolinones and 8-oxoberbines from homophthalic anhydrides and azomethines

  1977cited by this paper
• Condensation of imines with homophthalic anhydrides. A convergent synthesis of cis- and trans-13-methyltetrahydroprotoberberines.

  1977cited by this paper
• Novel regioselective protoberberine synthesis by thermolysis

  1974cited by this paper
• High stereo- and regioselectivities in the transition metal catalyzed epoxidations of olefinic alcohols by tert-butyl hydroperoxide

  1973cited by this paper
• Preparation of Esters of Carboxylic and Phosphoric Acid via Quaternary Phosphonium Salts

  1967cited by this paper
• Bull. Soc. Chim. Fr.

  1957cited by this paper

• Hauser–Kraus, Sammes, Staunton–Weinreb, and Tamura Annulations

  2021cites this paper
• [4 + 2] Annulation of Homophthalic Anhydrides

  2019cites this paper
• Solutions 201 – 250

  2019cites this paper
• Dienolates of Cycloalkenones and α,β-Unsaturated Esters Form Diels-Alder Adducts by a Michael/Michael-Tandem Reaction Rather Than in One Step

  2018cites this paper
• Benzannulation for the regiodefined synthesis of 2-alkyl/aryl-1-naphthols: total synthesis of arnottin I.

  2011cites this paper
• Anionic cyclizations of aromatic ester dithioacetals with facially biased α,β-unsaturated ketones

  2009cites this paper