4.5 Review

Copper(I)-Catalyzed Boron Addition Reactions of Alkynes with Diboron Reagents

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2, Issue 12, Pages 1016-1025

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201300110

Keywords

alkenylboronates; alkynes; borylcupration; copper-boryl complex; organocopper

Funding

  1. Basic Science Research Program
  2. Ministry of Education, Science and Technology [NRF-20110009533]

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The development of catalytic Cu-B additions to carbon-carbon unsaturated bonds (borylcupration) with high regio- and stereoselectivity has enabled facile and direct syntheses of alkenylboronic esters, which are versatile synthetic intermediates in organic synthesis. An increasing number of relevant reactions have been reported over the past several years, which can be categorized based on the electrophilic reagent that reacts with the common alkenylcopper intermediates that are generated insitu by Cu-B addition to alkynes. In this Focus Review, recent advances in copper-catalyzed boron addition reactions for the synthesis of alkenylboronic esters with diboron reagents are summarized.

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