Synthesis and reactivity of rhodium(II) N-triflyl azavinyl carbenes.

J Am Chem Soc

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.

Published: March 2010

Highly reactive rhodium(II) N-trifluoromethylsulfonyl azavinyl carbenes are formed in situ from NH-1,2,3-triazoles, triflic anhydride, and rhodium carboxylates. They rapidly and selectively react with olefins, providing cyclopropane carboxaldehydes and 2,3-dihydropyrroles in generally excellent yields and high enantio- and diastereoselectivity.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2834274PMC
http://dx.doi.org/10.1021/ja910187sDOI Listing

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