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Synthesis of chiral cyclic amines via Ir-catalyzed enantioselective hydrogenation of cyclic imines†
Ying Zhang,Duanyang Kong,Rui Wang,Guohua Hou
Organic & Biomolecular Chemistry Pub Date : 03/08/2017 00:00:00 , DOI:10.1039/C7OB00442G
Abstract

A highly enantioselective hydrogenation of cyclic imines for synthesis of chiral cyclic amines has been realized. With the complex of iridium and (R,R)-f-spiroPhos as the catalyst, a range of cyclic 2-aryl imines were smoothly hydrogenated under mild conditions without any additive to provide the corresponding chiral cyclic amines with excellent enantioselectivities of up to 98% ee. Moreover, this method could be successfully applied to the synthesis of (+)-(6S,10bR)-McN-4612-Z.

Graphical abstract: Synthesis of chiral cyclic amines via Ir-catalyzed enantioselective hydrogenation of cyclic imines
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