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A Clear‐Cut Example of Selective BpinBdan Activation and Precise Bdan Transfer on Boron Conjugate Addition
Author(s) -
Cid Jessica,
Carbó Jorge J.,
Fernández Elena
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201304615
Subject(s) - conjugate , reagent , chemistry , alkoxide , boron , adduct , stereochemistry , biochemistry , organic chemistry , mathematics , catalysis , mathematical analysis
Activating the non‐symmetrical BpinBdan diboron reagent with alkoxide leads to the formation of two possible adducts: MeO − →BpinBdan or MeO − →BdanBpin. Experimental and theoretical investigation confirms that the MeO − →Bpin interaction is preferred and thus selective formation of a CBdan bond upon reaction with an activated CC bond.