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

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.

SUBMITTER: Beck EM

PROVIDER: S-EPMC3160112 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature

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

Beck Elizabeth M EM Hyde Alan M AM Jacobsen Eric N EN

Organic letters 20110725 16

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. ...[more]

PMID: 21786775

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