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Issue 11, 2012
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Organocatalytic asymmetric transformations of modified Morita–Baylis–Hillman adducts

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Abstract

Chiral Lewis basic tertiary amines or phosphines can enable properly modified Morita–Baylis–Hillman (MBH) adducts to undergo asymmetric allylic substitutions with a wide range of nucleophiles. In addition, assisted by a Brønsted base, chiral Lewis bases can also catalytically convert modified MBH adducts into allylic ylides, which can be engaged in a variety of asymmetric annulation reactions. This tutorial review will focus on such chiral Lewis base-catalysed asymmetric transformations of MBH adducts, especially those developed over the past five years, allowing for the rapid construction of densely functionalised chiral molecules with high levels of regio- and stereoselectivities.

Graphical abstract: Organocatalytic asymmetric transformations of modified Morita–Baylis–Hillman adducts

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Publication details

The article was received on 18 Jan 2012 and first published on 28 Mar 2012


Article type: Tutorial Review
DOI: 10.1039/C2CS35017C
Citation: Chem. Soc. Rev., 2012,41, 4101-4112
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    Organocatalytic asymmetric transformations of modified Morita–Baylis–Hillman adducts

    T. Liu, M. Xie and Y. Chen, Chem. Soc. Rev., 2012, 41, 4101
    DOI: 10.1039/C2CS35017C

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