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Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron

Mingkang Zhou, Li Kaidi, Dongping Chen, Ronghua Xu, Guangqing Xu, Wenjun Tang

2020Journal of the American Chemical Society80 citationsDOI

Abstract

We herein report a general, practical, and highly efficient method for asymmetric synthesis of a wide range of chiral vicinal diamines via reductive coupling of imines templated by chiral diboron. The protocol features high enantioselectivity and stereospecificity, mild reaction conditions, simple operating procedures, use of readily available starting materials, and a broad substrate scope. The method signifies the generality of diboron-enabled [3,3]-sigmatropic rearrangement.

Topics & Concepts

ChemistryEnantioselective synthesisStereospecificityVicinalCombinatorial chemistrySubstrate (aquarium)Computational chemistryOrganic chemistryCatalysisGeologyOceanographyAsymmetric Hydrogenation and CatalysisOrganoboron and organosilicon chemistryAdvanced Synthetic Organic Chemistry
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