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钯配合物催化的联烯醛环化反应中使用路易斯酸对立体选择性的调控

Regulation of stereoselectivity using Lewis acid in the cyclization of allenic aldehydes catalyzed by palladium complex.

作者信息

Yu Chan-Mo, Youn Jinsuop, Lee Min-Kyoung

机构信息

Department of Chemistry and Institute of Basic Sciences, Sungkyunkwan University, Suwon 440-746, Korea.

出版信息

Org Lett. 2005 Aug 18;7(17):3733-6. doi: 10.1021/ol0513701.

DOI:10.1021/ol0513701
PMID:16092862
Abstract

A highly diastereoselective synthesis of 3 is achieved from the reaction of 1 with hexamethylditin catalyzed by palladium complex in the presence of 20 mol % tris(pentafluorophenyl)borane as a Lewis acid additive for a reversal of diastereoselectivity, whereas 2 is formed in the absence of Lewis acid additive. The method described herein is successful with various substrates 1 in good yields and high levels of diastereoselectivity. [reaction: see text]

摘要

通过1与六甲基二锡在钯配合物催化下反应,在20 mol%三(五氟苯基)硼烷作为路易斯酸添加剂存在下实现了3的高非对映选择性合成,该添加剂用于反转非对映选择性,而在没有路易斯酸添加剂的情况下生成2。本文所述方法适用于各种底物1,产率良好且非对映选择性高。[反应:见正文]

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