Published March 11, 2015
| Version Accepted Version + Supplemental Material
Journal Article
Open
Enantioselective 1,1-Arylborylation of Alkenes: Merging Chiral Anion Phase Transfer with Pd Catalysis
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1.
University of California, Berkeley
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2.
Lawrence Berkeley National Laboratory
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.Attached Files
Accepted Version - nihms-720092.pdf
Supplemental Material - ja5b00344_si_001.pdf
Files
ja5b00344_si_001.pdf
Additional details
Identifiers
- PMCID
- PMC4564013
- Eprint ID
- 110220
- Resolver ID
- CaltechAUTHORS:20210811-225352133
Funding
- NIH
- R01 GM104534
- National Institute of General Medical Sciences
- United Negro College Fund
- Merck
- Universitat de València
Dates
- Created
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2021-08-12Created from EPrint's datestamp field
- Updated
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2021-08-12Created from EPrint's last_modified field