Enantioselective synthesis of a taxol C ring

Author:

Ma Cong,Schiltz Stéphanie,Prunet Joëlle

Abstract

An enantioselective synthesis of a C ring of taxol has been accomplished. The key step is an oxidative cleavage of a derivative of the Wieland–Miescher ketone. A first attempt of a Shapiro reaction modelling the coupling of the C ring with the A fragment of taxol was also successful.

Publisher

Institute of Organic Chemistry & Biochemistry

Subject

General Chemistry

Cited by 8 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Bamford‐Stevens and Shapiro Reactions in Organic Synthesis;Asian Journal of Organic Chemistry;2020-10-15

2. Enantioselective Total Synthesis of the Antitumor Polycyclic Natural Products FR182877 and Taxol;Cutting-Edge Organic Synthesis and Chemical Biology of Bioactive Molecules;2019

3. Formal Total Synthesis of (−)-Taxol;Journal of Synthetic Organic Chemistry, Japan;2017

4. Study of Cascade Ring-Closing Metathesis Reactions en Route to an Advanced Intermediate of Taxol;The Journal of Organic Chemistry;2016-12-02

5. Formal Total Synthesis of (−)-Taxol through Pd-Catalyzed Eight-Membered Carbocyclic Ring Formation;Chemistry - A European Journal;2014-10-24

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