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手性钌路易斯酸催化的分子内 Diels-Alder 反应。

Chiral ruthenium Lewis acid catalyzed intramolecular Diels-Alder reactions.

机构信息

Department of Organic Chemistry, University of Geneva, Quai Ernest Ansermet 30, 1211 Geneva 4, Switzerland.

出版信息

Org Lett. 2010 Dec 17;12(24):5604-7. doi: 10.1021/ol1019103. Epub 2010 Nov 17.

Abstract

Single point binding ruthenium Lewis acid catalysts [Ru(acetone)(S,S)-BIPHOP-F)Cp][SbF(6)] ((S,S)-1b) and [Ru(acetone)(S,S)-BIPHOP-F)(indenyl)][SbF(6)] ((S,S)-1c) efficiently catalyze intramolecular Diels-Alder (IMDA) reactions under mild conditions to afford the endo cycloaddition products as the major product in excellent yields with high diastereo- and enantioselectivities.

摘要

单点位键合钌路易斯酸催化剂[Ru(丙酮)(S,S)-BIPHOP-F)Cp]SbF(6)和[Ru(丙酮)(S,S)-BIPHOP-F)(茚基)]SbF(6)在温和条件下高效催化分子内 Diels-Alder(IMDA)反应,以优异的收率和高非对映选择性和对映选择性得到主要为内型环加成产物。

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