NHC-Cu-Catalyzed Protoboration of Monosubstituted Allenes. Ligand-Controlled Site Selectivity, Application to Synthesis and Mechanism
Fanke Meng, Byunghyuck Jung, Fredrik Haeffner and Amir H. Hoveyda*
*Department of Chemistry, Merkert Chemistry Center, Boston
College, Chestnut Hill, Massachusetts 02467, United States, Email: amir.hoveyda
bc.edu
F. Meng, B. Jung, F. Haeffner, A. H. Hoveyda, Org. Lett., 2013, 15, 1414-1417.
DOI: 10.1021/ol4004178
Abstract
Protoborations of terminal allenes catalyzed by NHC-Cu complexes afford valuable 1,1- or trisubstituted vinylboronates with high site selectivity and stereoselectivity. The scope of the method, application to natural product synthesis, and mechanistic details for the observed selectivity are presented.
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Key Words
ID: J54-Y2013-0750
