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Enantioselective 1,1-arylborylation of alkenes: merging chiral anion phase transfer with Pd catalysis.

ABSTRACT: A palladium-catalyzed three-component coupling of ?-olefins, aryldiazonium salts, and bis(pinacolato)diboron affords direct access to chiral benzylic boronic esters. This process is rendered highly enantioselective using an unprecedented example of cooperative chiral anion phase transfer and transition-metal catalysis.

SUBMITTER: Nelson HM 

PROVIDER: S-EPMC4564013 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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Enantioselective 1,1-arylborylation of alkenes: merging chiral anion phase transfer with Pd catalysis.

Nelson Hosea M HM   Williams Brett D BD   Miró Javier J   Toste F Dean FD  

Journal of the American Chemical Society 20150227 9

A palladium-catalyzed three-component coupling of α-olefins, aryldiazonium salts, and bis(pinacolato)diboron affords direct access to chiral benzylic boronic esters. This process is rendered highly enantioselective using an unprecedented example of cooperative chiral anion phase transfer and transition-metal catalysis. ...[more]

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