Taxol Synthesis: Synthesis of A-Ring and a Methodology for Substituted Cyclohexadienes. -Key step in the synthesis of taxol-A ring synthon (IV) is a Michael/Wittig reaction for the construction of the cyclohexadiene skeleton. Further studies concerning this reaction reveal that the method is a gene
Taxol synthesis: Synthesis of A-ring and a methodology for substituted cyclohexadienes
β Scribed by J.S. Jadav; Dale Srinivas
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 188 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A fully functionalised synthesis of taxol A-ring, through Michael/Wittig reaction and regioselective opening epoxide as key steps and also a methodology for substituted cyclohexadienes through tandem Michael/WRtig reaction is described.
π SIMILAR VOLUMES
We wish to report a general method for the having structure 4. Previous procedures suffer difficulty of execution.
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A concise synthesis of the oxygen substituted ring A compound 2 found in Taxol w 1a and Taxotere w 1b starting from 2,2dimethylcyclohexane-1,3-dione and proceeding via the key intermediates 8 and 11, is described. The absolute configuration of 2 was established from an X-ray crystal structure determ
Absfhzct. The optically active tax01 A-ring unit 3 was synthesized in 11 steps from 2-isopropyl-2-propenol. The stereogenic centers were introduced via the asymmeuic glyoxylateene reaction and the Sharpless asymmetric epoxidation reaction. The total synthesis of tax01 (1) and analogous compounds ha