Stereocontrolled total synthesis of (+)-vinblastine

Satoshi Yokoshima; Toshihiro Ueda; Satoshi Kobayashi; Ayato Sato; Takeshi Kuboyama; Hidetoshi Tokuyama; Tohru Fukuyama

doi:10.1021/ja0177049

Stereocontrolled total synthesis of (+)-vinblastine

J Am Chem Soc. 2002 Mar 13;124(10):2137-9. doi: 10.1021/ja0177049.

Authors

Satoshi Yokoshima¹, Toshihiro Ueda, Satoshi Kobayashi, Ayato Sato, Takeshi Kuboyama, Hidetoshi Tokuyama, Tohru Fukuyama

Affiliation

¹ Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

PMID: 11878966
DOI: 10.1021/ja0177049

Abstract

A stereocontrolled total synthesis of (+)-vinblastine was accomplished, featuring preparations of the two indole units by means of a novel indole synthesis via radical cyclization of thioanilide, and a stereoselective coupling of these units.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents, Phytogenic / chemical synthesis*
Catharanthus / chemistry
Stereoisomerism
Vinblastine / chemical synthesis*

Substances

Antineoplastic Agents, Phytogenic
Vinblastine