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In Situ Enamine Activation in Aqueous Salt Solutions: Highly Efficient Asymmetric Organocatalytic Diels–Alder Reaction of Cyclohexenones with Nitroolefins
Authors:Dan‐Qian Xu  Ai‐Bao Xia  Shu‐Ping Luo  Jie Tang  Shuai Zhang  Jun‐Rong Jiang  Zhen‐Yuan Xu
Institution:State Key Laboratory Breeding Base of Green Chemistry‐Synthesis Technology, Zhejiang University of Technology, Hangzhou (China), Fax: (+86)?571‐8832‐0066
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).
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Keywords:asymmetric catalysis  bicyclic systems  Diels–  Alder reaction  organocatalysis  water chemistry
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