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Issue 43, 2008
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Highly enantio- and diastereoselective organocatalytic cascade aza-Michael–Michael reactions: a direct method for the synthesis of trisubstituted chiral pyrrolidines

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Abstract

An unprecedented highly enantio- and diastereoselective cascade aza-Michael–Michael reaction of α,β-unsaturated aldehydes with trans-γ-Ts protected amino α,β-unsaturated ester has been developed; the simple and practical process, efficiently catalyzed by chiral diphenylprolinol TMS ether, serves as a powerful access to highly functionalized trisubstituted chiral pyrrolidines.

Graphical abstract: Highly enantio- and diastereoselective organocatalytic cascade aza-Michael–Michael reactions: a direct method for the synthesis of trisubstituted chiral pyrrolidines

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Publication details

The article was received on 21 Jul 2008, accepted on 26 Aug 2008 and first published on 30 Sep 2008


Article type: Communication
DOI: 10.1039/B812464G
Citation: Chem. Commun., 2008,0, 5636-5638
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    Highly enantio- and diastereoselective organocatalytic cascade aza-Michael–Michael reactions: a direct method for the synthesis of trisubstituted chiral pyrrolidines

    H. Li, L. Zu, H. Xie, J. Wang and W. Wang, Chem. Commun., 2008, 0, 5636
    DOI: 10.1039/B812464G

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