Organic Letters

Stereocontrolled total synthesis of (±)-catharanthine via radical-mediated indole formation

MT Reding, T Fukuyama

Index: Reding, Matthew T.; Fukuyama, Tohru Organic Letters, 1999 , vol. 1, # 7 p. 973 - 976

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Citation Number: 64

Abstract

A stereocontrolled total synthesis of (±)-catharanthine, 1, has been completed. The key step involves the radical-mediated cyclization of a highly functionalized intermediate to furnish the corresponding indole. The cyclization utilizes a simple phosphorus-based radical- reducing agent. This synthesis provides a potential route for the production of analogues of catharanthine and is more convergent and experimentally less complex than previous ...

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