A Facile Approach to Optically Active Hydroquinoline‐2‐carboxylates by a One‐Pot Asymmetric Michael/Transamination/Cyclization Process |
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| Authors: | Dr Chao Rong Hongjie Pan Dr Mao Liu Hua Tian Dr Yian Shi |
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| Affiliation: | 1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, P. R. China;2. Department of Chemistry, Colorado State University, Fort Collins, Colorado, USA |
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| Abstract: | An efficient one‐pot synthesis of optically active hydroquinoline‐2‐carboxylates from 1,3‐cyclohexanediones, β,γ‐unsaturated α‐keto ester, and benzylamine in the presence of a chiral base catalyst and 1,8‐diazabicyclo5.4.0]undec‐7‐ene (DBU) with good diastereoselectivity and high enantioselectivity is described. The reaction proceeds by a sequential asymmetric Michael/transamination/cyclization process. |
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| Keywords: | cyclization Michael addition organocatalysis transamination |
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