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Issue 5, 2011
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Catalytic asymmetric synthesis of 1,1-disubstituted tetrahydro-β-carbolines by phase-transfer catalyzed alkylations

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Abstract

Efficient catalytic asymmetric synthesis of 1,1-disubstituted tetrahydro-β-carbolines has been achieved via asymmetric alkylation of 1-cyanotetrahydro-β-carbolines using a binaphthyl-modified N-spiro-type chiral phase-transfer catalyst. This is a valuable example of hitherto difficult highly enantioselective alkylations at α-carbon of the cyano group under phase-transfer conditions.

Graphical abstract: Catalytic asymmetric synthesis of 1,1-disubstituted tetrahydro-β-carbolines by phase-transfer catalyzed alkylations

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Publication details

The article was received on 16 Oct 2010, accepted on 01 Nov 2010 and first published on 19 Nov 2010


Article type: Communication
DOI: 10.1039/C0CC04447D
Citation: Chem. Commun., 2011,47, 1515-1517
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    Catalytic asymmetric synthesis of 1,1-disubstituted tetrahydro-β-carbolines by phase-transfer catalyzed alkylations

    S. Shirakawa, K. Liu, H. Ito and K. Maruoka, Chem. Commun., 2011, 47, 1515
    DOI: 10.1039/C0CC04447D

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