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Synlett 2011(3): 402-404  
DOI: 10.1055/s-0030-1259314
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Catalytic Enantioselective Synthesis of 3-Substituted Benzosultams via Corey-Bakshi-Shibata Reduction of Cyclic N-Sulfonylimines

Dieter Enders*, Matthias Seppelt
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany
Fax: +49(241)8092127; e-Mail: enders@rwth-aachen.de;
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Publication History

Received 23 November 2010
Publication Date:
13 January 2011 (online)

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Abstract

The catalytic asymmetric synthesis of 3-substituted benzo-fused sultams employing the Corey-Bakshi-Shibata reduction with catecholborane of the corresponding cyclic N-sulfonylimines is reported. Good to excellent yields (74-95%) and enantiomeric excesses (69-94%) are obtained.

Key words

asymmetric synthesis - imine - reduction - catalysis - sulfonamide

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For experimental details, see Supporting Information.