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Published March 11, 2015 | Accepted Version + Supplemental Material
Journal Article Open

Enantioselective 1,1-Arylborylation of Alkenes: Merging Chiral Anion Phase Transfer with Pd Catalysis

Abstract

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.

Additional Information

© 2015 American Chemical Society. Received 12 January 2015. Published online 27 February 2015. Published in issue 11 March 2015. We gratefully acknowledge the NIGMS (R01 GM104534) for financial support. We acknowledge Prof. Matthew Sigman for useful discussions and experimental advice. H.M.N. also acknowledges the UNCF and Merck for generous funding. J.M. thanks the University of Valencia for a predoctoral fellowship. Author Contributions: H.M.N. and B.D.W. contributed equally. The authors declare no competing financial interest.

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Accepted Version - nihms-720092.pdf

Supplemental Material - ja5b00344_si_001.pdf

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Created:
August 20, 2023
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October 23, 2023