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Synfacts 2008(3): 0282-0282  
DOI: 10.1055/s-2008-1042688
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Addition of Arylboronic Acids to N-Boc Imines Generated in situ

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
H. Nakagawa, J. C. Rech, R. W. Sindelar, J. A. Ellman*
University of California, Berkeley, USA
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Publication History

Publication Date:
21 February 2008 (online)

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Significance

This is a nice report for the enantio­selective addition of arylboronic acids to N-Boc imines. The strong point of this paper is that the imines are generated in situ from easily prepared α-carbamoyl sulfones and the product contains the useful Boc-protected imine. High enantioselectivities are obtained for a variety of arylboronic acid nucleophiles.