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N-heterocyclic carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-Diels-Alder reactions for synthesis of fused pyrano[2,3-b]indoles
Authors:Yang Limin  Wang Fei  Chua Pei Juan  Lv Yunbo  Zhong Liang-Jun  Zhong Guofu
Affiliation:College of Materials, Chemistry & Chemical Engineering and School of Medicine, Hangzhou Normal University, Hangzhou 310036, China.
Abstract:A chiral N-heterocyclic carbene (NHC)-catalyzed Diels-Alder reaction of 2-oxoindolin-3-ylidenes and α-chloroaldehydes was developed for the synthesis of fused pyrano[2,3-b]indoles in good to excellent yields (up to 99%) with high cis-diastereoselectivities (>99:1 dr) and enantioselectivities (up to >99% ee).
Keywords:
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