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One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles.


ABSTRACT: A one-pot asymmetric synthesis of 1,2,3,4-tetrahydrocarbazoles has been developed via an enantioselective [3 + 3] annulation of 2-alkynylindoles and donor-acceptor cyclopropanes. In the presence of chiral Lewis acids as catalysts, a series of optically active tetrahydrocarbazoles were furnished in high yields (63-87%) with good to excellent levels of enantioselectivity (up to 94% ee).

SUBMITTER: Liu QJ 

PROVIDER: S-EPMC4746102 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature

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One-Pot Catalytic Asymmetric Synthesis of Tetrahydrocarbazoles.

Liu Qiong-Jie QJ   Yan Wen-Guang WG   Wang Lijia L   Zhang X Peter XP   Tang Yong Y  

Organic letters 20150807 16


A one-pot asymmetric synthesis of 1,2,3,4-tetrahydrocarbazoles has been developed via an enantioselective [3 + 3] annulation of 2-alkynylindoles and donor-acceptor cyclopropanes. In the presence of chiral Lewis acids as catalysts, a series of optically active tetrahydrocarbazoles were furnished in high yields (63-87%) with good to excellent levels of enantioselectivity (up to 94% ee). ...[more]

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