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. 2011 Sep 7;133(35):13782-5.
doi: 10.1021/ja206050b. Epub 2011 Aug 17.

Enantioselective α-arylation of carbonyls via Cu(I)-bisoxazoline catalysis

James S Harvey  1 , Scott P Simonovich, Christopher R Jamison, David W C MacMillan
Affiliations

Enantioselective α-arylation of carbonyls via Cu(I)-bisoxazoline catalysis

James S Harvey et al. J Am Chem Soc. .

Abstract

The enantioselective α-arylation of both lactones and acyl oxazolidones has been accomplished using a combination of diaryliodonium salts and copper catalysis. These mild catalytic conditions provide a new strategy for the enantioselective construction and retention of enolizable α-carbonyl benzylic stereocenters, a valuable synthon for the production of medicinal agents.

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Figures

Scheme 1
Scheme 1
Proposed Mechanism for Carbonyl α-Arylation
See this image and copyright information in PMC

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References

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