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手性有机催化剂的融合:烷基亚胺的对映选择性和非对映选择性直接 vinylogous Mannich 反应。

Merging chiral organocatalysts: enantio- and diastereoselective direct vinylogous Mannich reaction of alkylimines.

机构信息

Key Laboratory of Drug-Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.

出版信息

Chem Commun (Camb). 2009 Dec 7(45):6994-6. doi: 10.1039/b917408g. Epub 2009 Oct 8.

Abstract

An enantio- and diastereoselective direct vinylogous Mannich reaction of alpha,alpha-dicyanoolefins and N-sulfonyl alkylimines has been developed by the catalysis of a new family of bifunctional organocatalysts merging chiral BINOL and 9-amino-9-deoxyepi-cinchona alkaloid skeletons, from which chiral beta-, delta- or gamma-amino compounds could be efficiently derived.

摘要

一种对映选择性和非对映选择性的α,α-二氰基烯烃与 N-磺酰基烷基亚胺的直接烯丙基 Mannich 反应已通过新型双功能有机催化剂的催化作用得以实现,该催化剂融合了手性 BINOL 和 9-氨基-9-去氧表小檗碱骨架,可从其中高效衍生出手性β-、δ-或γ-氨基酸化合物。

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