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  • NHC-Cu-catalyzed protoboration of monosubstituted allenes. Ligand-controlled site selectivity, application to synthesis and mechanism.

NHC-Cu-catalyzed protoboration of monosubstituted allenes. Ligand-controlled site selectivity, application to synthesis and mechanism.

Organic letters (2013-03-07)
Fanke Meng, Byunghyuck Jung, Fredrik Haeffner, Amir H Hoveyda
ABSTRACT

Two types of NHC-Cu complexes catalyze protoborations of terminal allenes to afford valuable 1,1- or trisubstituted vinylboron species with high site selectivity and stereoselectivity. The scope of the method, application to natural product synthesis, and mechanistic basis for the observed selectivity trends are presented.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Allene, ≥95%