Anchoring Substitution in Acyclic Fragments. A Topical Basis for Enhanced Diastereofacial Selection in the Diels??Alder Reaction to Chiral Acrylates

FAJ De Corte, PJ De Clercq

文献索引：Corte, Filip A. J. De; Clercq, Pierre J. De Bulletin des Societes Chimiques Belges, 1988 , vol. 97, # 7 p. 493 - 504

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被引用次数: 2

摘要

Abstract Chiral acrylates 4a, 4b and 4c, derived from primary alcohols with a single stereogenic centre, were studied for possible diastereoface differentiation in their Lewis acid catalyzed Diels-Alder reaction with cyclopentadiene. No relevant diastereomeric excess was observed for the tert-butyl derived 4a. On the other hand, moderate but significant diastereomeric excesses (72-76%) resulted when the trityl derived acrylates 4b and 4c ...