4.6 Article

A Clear- Cut Example of Selective Bpin - Bdan Activation and Precise Bdan Transfer on Boron Conjugate Addition

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 13, Pages 3616-3620

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201304615

Keywords

boration; density functional theory; diboron reagents; nucleophilic boron

Funding

  1. Spanish Ministerio de Economia y Competitividad (MINECO) [CTQ2010-16226, CTQ2008-06549-C02-01/BQU]
  2. Direccio General de Recerca (DGR) of the Autonomous Government of Catalonia [2009SGR462, XRQTC]
  3. URV

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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.

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