Synthesis of Aza Bicyclic Enones via Anionic Cyclization:  Application to the Total Synthesis of (−)-Brunsvigine

Chin-Kang Sha,* An-Wei Hong, and Chien-Ming Huang
Department of Chemistry, National Tsing Hua University, Hsinchu 300, Taiwan, ROC
Org. Lett., 2001, 3 (14), pp 2177–2179
DOI: 10.1021/ol016022n
Publication Date (Web): June 20, 2001
Copyright © 2001 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, cksha@mx.nthu.edu.tw

Abstract

Abstract Image

A general approach to the synthesis of aza bicyclic enones was developed via a simple two-step annulation involving a Mitsunobu protocol and anionic cyclization. According to this strategy the total synthesis of (−)-brunsvigine was accomplished with 12% overall yield.

Tools

History

  • Published In Issue July 12, 2001
  • Received April 24, 2001

Recommend & Share

Related Content

Other ACS content by these authors: