4.7 Article

A Highly Diastereoselective Tertiary Amine-Catalyzed Cascade Michael-Michael-Henry Reaction between Nitromethane, Activated Alkenes and alpha,beta-Unsaturated Carbonyl Compounds

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 1, Pages 97-102

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900657

Keywords

activated alkenes; cascade reactions; multicomponent reactions; nitromethane; organocatalysis

Funding

  1. National Natural Science Foundation of China [20672057, 20872063]

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A new tertiary amine-catalyzed cascade Michael-Michael-Henry reaction between nitromethane, a doubly activated alkene and an alpha,beta-unsaturated carbonyl compound is described, which provides a convenient and efficient synthesis for densely functionalized cyclohexanes and some bicyclic compounds in moderate to excellent yields with high diastereoselectivity.

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