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Org Lett. 2011 Aug 19;13(16):4260-3. doi: 10.1021/ol201608a. Epub 2011 Jul 25.

Chiral sulfinamide/achiral sulfonic acid cocatalyzed enantioselective protonation of enol silanes.

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1
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.

Abstract

The application of chiral sulfinamides and achiral sulfonic acids as a cocatalyst system for enantioselective protonation reactions is described. Structurally simple, easily accessible sulfinamides were found to induce moderate-to-high ee's in the formation of 2-aryl-substituted cycloalkanones from the corresponding trimethylsilyl enol ethers.

PMID:
21786775
PMCID:
PMC3160112
DOI:
10.1021/ol201608a
[Indexed for MEDLINE]
Free PMC Article
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