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D2-Symmetric Dirhodium Catalyst Derived from a 1,2,2-Triarylcyclopropanecarboxylate Ligand: Design, Synthesis and Application

Changming Qin, Vyacheslav Boyarskikh, Jørn H. Hansen, Kenneth I. Hardcastle, Djamaladdin G. Musaev* and Huw M. L. Davies*

*Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, United States, Email: hmdavieemory.edu, dmusaevemory.edu

C. Qin, V. Boyarskikh, J. H. Hansen, K. I. Hardcastle, D. G. Musaev, H. M. L. Davies, J. Am. Chem. Soc., 2011, 133, 19198-19204.

DOI: 10.1021/ja2074104 (free Supporting Information)



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Abstract

Dirhodium tetrakis-(R)-(1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylate) (Rh2(R-BTPCP)4) is an effective chiral catalyst for enantioselective reactions of aryl- and styryldiazoacetates. Highly enantioselective cyclopropanations, tandem cyclopropanation/Cope rearrangements and a combined C-H functionalization/Cope rearrangement were achieved.


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Key Words

cyclopropanations


ID: J48-Y2011-3340