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Synfacts 2010(5): 0595-0595  
DOI: 10.1055/s-0029-1219744
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Aza-Morita-Baylis-Hillman Reaction Using Aliphatic Imine Precursors

Contributor(s): Benjamin List, Anna Lee
N. Abermil, G. Masson*, J. Zhu*
Institut de Chimie des Substances Naturelles, CNRS, Gif-sur-Yvette, France
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Publication Date:
22 April 2010 (online)

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Significance

The authors report an enantioselective aza-Morita-Baylis-Hillman (MBH) reaction using aliphatic α-amidosulfones as imine precursors. In general, aliphatic imines are challenging substrates for the MBH reaction due to their side reactions. To avoid this problem the imine was generated in situ, and the products were obtained in good to excellent yields and high enantioselectivities.