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Synfacts 2006(11): 1170-1170  
DOI: 10.1055/s-2006-949458
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Conjugate Addition of α,α-Disubstituted Aldehydes to Nitroalkenes

Contributor(s): Benjamin List, Michael Stadler
M. P. Lalonde, Y. Chen, E. N. Jacobsen*
Harvard University, Cambridge, USA
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Publication History

Publication Date:
24 October 2006 (online)

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Significance

A conjugate addition of α,α-disubstituted aldehydes to nitroalkenes employing a bifunctional thiourea/primary amine catalyst has been developed. Under mild reaction conditions the products are obtained in moderate to good diastereomeric and excellent enantiomeric ratios, while the yields are found to be very good in most cases. The reaction proceeds with a variety of different substrates.