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Issue 19, 2014
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Enantioselective construction of vicinal all-carbon quaternary centers via catalytic double asymmetric decarboxylative allylation

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Abstract

We report a catalytic stereoconvergent construction of vicinal all-carbon quaternary centers via double stereoablative enantioselective alkylation of a mixture having racemic and meso diastereomers of esters to afford exceptional levels of diastereo- (up to 17 : 1) and enantioselectivity (up to >99% ee). The strategy offers an efficient and general approach to dimeric cyclotryptamine alkaloids sharing a labile C3a–C3a′ σ-bond in the hexahydropyrroloindoline core.

Graphical abstract: Enantioselective construction of vicinal all-carbon quaternary centers via catalytic double asymmetric decarboxylative allylation

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Publication details

The article was received on 27 Nov 2013, accepted on 19 Dec 2013 and first published on 23 Dec 2013


Article type: Communication
DOI: 10.1039/C3CC49064E
Citation: Chem. Commun., 2014,50, 2434-2437
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    Enantioselective construction of vicinal all-carbon quaternary centers via catalytic double asymmetric decarboxylative allylation

    S. Ghosh, S. Bhunia, B. N. Kakde, S. De and A. Bisai, Chem. Commun., 2014, 50, 2434
    DOI: 10.1039/C3CC49064E

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