An Organocatalytic Asymmetric Tandem Reaction For The Construction Of Bicyclic Skeletons
Chemistry (Weinheim an der Bergstrasse, Germany)(2009)
摘要
Cyclic ketones react with (E)-2-nitroallylic acetates in the presence of catalytic pyrrolidine-thiourea, which affords bicyclic skeletons with four or five stereocenters in one single reaction with up to 98% ee in moderate to high yields. The cooperative effects of both enamine and the Bronsted acid are found to be crucial for the high reactivity and enantioselectivity of this cascade reaction, which is demonstrated by both theoretical calculation and experimental data.
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关键词
bifunctional catalysts,density functional calculations,ketones,organocatalysis,tandem reactions
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