General strategy for the syntheses of corynanthe, tacaman, and oxindole alkaloids

A Deiters, M Pettersson, SF Martin

Index: Deiters, Alexander; Pettersson, Martin; Martin, Stephen F. Journal of Organic Chemistry, 2006 , vol. 71, # 17 p. 6547 - 6561

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Citation Number: 71

Abstract

We report herein the total synthesis of the corynanthe alkaloid dihydrocorynantheol and the formal syntheses of the indole alkaloids tacamonine, rhynchophylline, and hirsutine. The strategies for assembling the corynanthe and tacaman skeletal frameworks comprised of both the classical ABD→ ABCD and ABC→ ABCD approaches wherein the variously substituted piperidinone D-rings were formed via ring-closing metathesis (RCM) followed ...