The Journal of Organic Chemistry

The Diene-Transmissive [4+ 2]-Cycloaddition Strategy: Stereoselective Synthesis of Advanced Intermediates to Quassinoids

C Spino, G Liu, N Tu, S Girard

Index: Spino, Claude; Liu, Gang; Tu, Noah; Girard, Suzanne Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5596 - 5608

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Citation Number: 51

Abstract

We recently communicated the preliminary study of a novel strategy to efficiently and stereoselectively construct the quassinoid framework via a diene-transmissive Diels-Alder reaction (eq 11.'We herein disclose the full account of this research including the preparation of an enantiomerically pure advanced tetracyclic intermediate with stereochemical control at eight chiral centers.