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Synfacts 2008(11): 1215-1215  
DOI: 10.1055/s-0028-1083391
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Catalytic Asymmetric Morita-Baylis-Hillman Reactions of Imines

Contributor(s): Benjamin List, Steffen Müller
N. Abermil, G. Masson*, J. Zhu*
Institut de Chimie des Substances Naturelles, Gif-sur-Yvette Cedex, France
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Publication History

Publication Date:
23 October 2008 (online)

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Significance

The authors report an enantioselective aza-Morita-Baylis-Hillman (MBH) reaction catalyzed by a combination of β-isocupreidine­derived bifunctional catalyst 1 and β-naphthol. Various aromatic and aliphatic N-(p-methoxybenzenesulfonyl)imines were successfully converted with β-naphthylacrylate to give the desired MBH products in moderate to good yields and excellent enantioselectivities (up to er = 99:1).