A Phosphine‐Catalyzed Novel Asymmetric [3+2] Cycloaddition of C,N‐Cyclic Azomethine Imines with δ‐Substituted Allenoates |
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Authors: | Dr De Wang Yu Lei Dr Yin Wei Prof?Dr Min Shi |
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Institution: | State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P. R. China) |
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Abstract: | Catalytic asymmetric 3+2] cycloadditions of C,N‐cyclic azomethine imines with δ‐substituted allenoates have been developed in the presence of (S)‐Me‐f‐KetalPhos, affording functionalized tetrahydroquinoline frameworks in good yields with high diastereo‐ and good enantioselectivities under mild condition. The substrate scope has been also examined. This is the first time that δ‐substituted allenoates have been applied as a δ,γ‐C?C bond participated C2 synthon in asymmetric synthesis. |
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Keywords: | cycloaddition azomethine imines chiral phosphine enantioselectivity substituted allenoates |
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