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Issue 6, 2013
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Asymmetric organocatalytic allylic alkylation of Reissert compounds: a facile access to chiral 1,1-disubstituted 1,2-dihydroisoquinolines

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Abstract

The first asymmetric organocatalytic allylic alkylation of 1,2-dihydro-Reissert compounds and Morita–Baylis–Hillman (MBH) carbonates has been developed, which provided a novel protocol to construct enantioenriched functionalized 1,2-dihydroisoquinolines bearing vicinal quaternary and tertiary chiral centers at C-1 position (up to 94% ee, dr > 20 : 1).

Graphical abstract: Asymmetric organocatalytic allylic alkylation of Reissert compounds: a facile access to chiral 1,1-disubstituted 1,2-dihydroisoquinolines

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Article information


Submitted
15 Oct 2012
Accepted
23 Nov 2012
First published
26 Nov 2012

Org. Biomol. Chem., 2013,11, 984-990
Article type
Paper

Asymmetric organocatalytic allylic alkylation of Reissert compounds: a facile access to chiral 1,1-disubstituted 1,2-dihydroisoquinolines

T. Qin, W. Liao, Y. Zhang and S. X. Zhang, Org. Biomol. Chem., 2013, 11, 984
DOI: 10.1039/C2OB27269E

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