Synthesis of (±)??Strychnofoline via a Highly Convergent Selective Annulation Reaction

A Lerchner, EM Carreira

Index: Lerchner, Andreas; Carreira, Erick M. Chemistry - A European Journal, 2006 , vol. 12, # 32 p. 8208 - 8219

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Citation Number: 57

Abstract

Abstract Studies aimed at preparing (±)-strychnofoline by total synthesis are detailed. The route described makes use of a recently developed MgI 2-mediated ring-expansion reaction of spiro [cyclopropan-1, 3′-oxindole] with a cyclic disubstituted aldimine. The ring- expansion product was formed as a single diastereoisomer in 55% yield, possessing the same stereochemical pattern found in strychnofoline. In addition, our synthetic effort has ...