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Palladium-catalyzed highly regio- and stereoselective addition of organoboronic acids to allenes in the presence of AcOH
Authors:Ma Shengming  Jiao Ning  Ye Longwu
Affiliation:State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China. masm@mail.sioc.ac.cn
Abstract:The Pd(0)-catalyzed regio- and stereoselective addition of organoboronic acids to allenes leads to stereodefined tri- or tetrasubstituted alkenes. Furthermore, this method shows high substitutent-loading capability and tolerance of various substitutents. A hydropalladation-Suzuki coupling mechanism, which may account for the regio- and stereoselectivity, is proposed.
Keywords:alkenes  allenes  organoboronic acids  palladium
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