Total Synthesis of Epothilones B and D
- 12 June 2001
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (14) , 2221-2224
- https://doi.org/10.1021/ol010094x
Abstract
A highly convergent total synthesis of the natural products epothilone B and D is described. The route is highlighted by efficient generation of a C12−C13 trisubstituted olefin which exploits a sequential Nozaki−Hiyama−Kishi coupling and a stereoselective thionyl chloride rearrangement.Keywords
This publication has 33 references indexed in Scilit:
- Epothilone B and its Derivatives as Novel Antitumor Drugs: Total and Partial Synthesis and Biological EvaluationMonatshefte für Chemie / Chemical Monthly, 2000
- A Novel Aldol Condensation with 2-Methyl-4-pentenal and Its Application to an Improved Total Synthesis of Epothilone BAngewandte Chemie International Edition in English, 1998
- Synthesis of Epothilones: Stereoselective Routes to Epothilone BSynlett, 1998
- Total synthesis of (−)-epothilone BChemical Communications, 1998
- Total Syntheses of Epothilones A and BJournal of the American Chemical Society, 1997
- Total Syntheses of Epothilones A and B via a Macrolactonization-Based StrategyJournal of the American Chemical Society, 1997
- Synthesis of epothilones A and B in solid and solution phaseNature, 1997
- Total Synthesis of (–)‐Epothilone B: An Extension of the Suzuki Coupling Method and Insights into Structure–Activity Relationships of the EpothilonesAngewandte Chemie International Edition in English, 1997
- Epothilone A and B—Novel 16‐Membered Macrolides with Cytotoxic Activity: Isolation, Crystal Structure, and Conformation in SolutionAngewandte Chemie International Edition in English, 1996
- Epothilons A and B: Antifungal and Cytotoxic Compounds from Sorangium cellulosum (Myxobacteria). Production, Physico-chemical and Biological Properties.The Journal of Antibiotics, 1996