Acyclic stereoselection in the ortho ester Claisen rearrangement

…, CJ Wang, DP Ostercamp, S Chung…

文献索引：Daub, G. William; Edwards, James P.; Okada, Carol R.; Allen, Jana Westran; Maxey, Claudia Tata; Wells, Matthew S.; Goldstein, Alexandra S.; Dibley, Michael J.; Wang, Clarence J.; Ostercamp, Daniel P.; Chung, Steven; Cunningham, Paula Shanklin; Berliner, Martin A. Journal of Organic Chemistry, 1997 , vol. 62, # 7 p. 1976 - 1985

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被引用次数: 43

摘要

The ortho ester Claisen rearrangement of trisubstituted allylic alcohols exhibits significant levels of diastereoselection. In E allylic alcohols, a 1, 3-diaxial interaction develops in the chairlike transition state leading to the anti isomer, rendering the reaction syn selective by ...