Journal of the American Chemical Society

Alkaloid synthesis via intramolecular ene reactions. 1. Application to (.+-.)-crinane

GE Keck, RR Webb

文献索引：Keck,G.E.; Webb,R.R. Journal of the American Chemical Society, 1981 , vol. 103, p. 3173

全文：HTML全文

被引用次数: 50

摘要

Abstract: A general approach to the cis-fused octahydroindole skeleton of representative Amaryllidaceae alkaloids is described. A key feature of the approach is the intramolecular ene reaction of an acylnitroso olefin to give ene product 12, corresponding formally to annulation of a five-membered N-containing ring onto a six-membered carbocycle. The total synthesis of dl-crinane which contains the basic octahydroindole nucleus is described. ...