N-heterocyclic carbene (NHC)-catalyzed highly diastereo- and enantioselective oxo-Diels-Alder reactions for synthesis of fused pyrano[2,3-b]indoles |
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Authors: | Yang Limin Wang Fei Chua Pei Juan Lv Yunbo Zhong Liang-Jun Zhong Guofu |
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Affiliation: | College of Materials, Chemistry & Chemical Engineering and School of Medicine, Hangzhou Normal University, Hangzhou 310036, China. |
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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). |
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