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Cobalt-Catalyzed Regio- and Stereoselective Hydroboration of Allenes
Authors:Can Li  Dr Zheng Yang  Lei Wang  Prof Dr Yinlong Guo  Prof Dr Zheng Huang  Prof Dr Shengming Ma
Institution:1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032 P. R. China

University of Chinese Academy of Sciences, Beijing, 100049 P. R. China

These authors contributed equally to this work.;2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032 P. R. China

These authors contributed equally to this work.;3. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032 P. R. China

Abstract:An efficient pincer-ligand-based cobalt-complex-catalyzed allene hydroboration affording Z-allylic boronates is described. The reaction demonstrates an excellent regio- as well as Z-stereoselectivity and a wide substrate scope that tolerates many functional groups. Based on solvent-assisted electrospray ionization mass spectrometry (SAESI-MS) studies, a rationale for the cobalt-catalyzed hydroboration involving the highly selective insertion of an allene into the Co−H bond to form Z-allylic cobalt intermediates is proposed.
Keywords:Allene  Cobaltkatalyse  Hydroborierungen  Regioselektivität  Stereoselektivität
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