Literature DB >> 21786775

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

Elizabeth M Beck1, Alan M Hyde, Eric N Jacobsen.   

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.
© 2011 American Chemical Society

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Year:  2011        PMID: 21786775      PMCID: PMC3160112          DOI: 10.1021/ol201608a

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  23 in total

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8.  The crystallographic structure of a Lewis acid-assisted chiral Brønsted acid as an enantioselective protonation reagent for silyl enol ethers.

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2.  The Silicon-Hydrogen Exchange Reaction: A Catalytic σ-Bond Metathesis Approach to the Enantioselective Synthesis of Enol Silanes.

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Journal:  J Am Chem Soc       Date:  2020-08-03       Impact factor: 15.419

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