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In Situ Enamine Activation in Aqueous Salt Solutions: Highly Efficient Asymmetric Organocatalytic Diels–Alder Reaction of Cyclohexenones with Nitroolefins

Angewandte Chemie International EditionPublished 24 April 2009
Dan‐Qian Xu, Ai‐Bao Xia, Shu‐Ping Luo, Jie Tang, Shuai Zhang, Jun‐Rong Jiang
Citations118
SJR quartileQ1
SJR score5.55
SNIP2.47

Abstract

Deep-sea Diels-Alder: The asymmetric organocatalytic Diels-Alder reaction of cyclohexenones with aromatic nitroolefins can be carried out in seawater and brine. The reaction proceeds by an in situ enamine activation involving a one-step concerted addition pathway (see scheme).

Keywords

ChemistryBiochemistry, Genetics and Molecular Biology