Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 50, Pages 17418-17422Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b11390
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Funding
- NSERC Canada
- Killam Trusts (IWK fellowship)
- Canadian Foundation for Innovation
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We demonstrate that metal-catalyzed enantioselective benzylation reactions of allylic electro-philes can occur directly from aryl acetic acids. The reaction proceeds via a pathway in which decarboxylation is the terminal event, occurring after stereoselective carbon carbon bond formation. This mechanistic feature enables enantioselective benzylation without the generation of a highly basic nucleophile. Thus, the process has broad functional group compatibility that would not be possible employing established protocols.
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