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Synfacts 2011(10): 1102-1102  
DOI: 10.1055/s-0030-1261063
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Catalytic Asymmetric C-H Insertions of Rhodium(II) Azavinyl Carbenes

Contributor(s): Hisashi Yamamoto, Susumu Oda
S. Chuprakov, J. A. Malik, M. Zibinsky, V. V. Fokin
The Scripps Research Institute, La Jolla, USA
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Publication History

Publication Date:
20 September 2011 (online)

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Significance

Metal-bound carbenes are well-known species for C-H insertion into sp³-C-H bonds. The authors developed rhodium(II) azavinyl carbenes, which are easily prepared from 1-(alkylsulfonyl)triazoles by click reaction, and used them for the C-H functionalization of unactivated ­alkanes to afford chiral sulfonamides in good yield with high chemo- and enantioselectivity.