Literature DB >> 23046346

A tetradentate ligand for the enantioselective Ti(IV)-promoted oxidation of sulfides to sulfoxides: origin of enantioselectivity.

Timothy R Newhouse1, Xin Li, Megan M Blewett, Clare M C Whitehead, E J Corey.   

Abstract

A detailed stereomechanistic analysis has led to the design of a new tetradentate ligand for the enantioselective Ti(IV)-catalyzed oxidation of unsymmetrical sulfides to sulfoxides with high selectivity. The pathway of this oxidation and the closely related and long-known Kagan-Modena oxidation have been clarified to identify the likely origin of the enantioselectivity.

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Year:  2012        PMID: 23046346     DOI: 10.1021/ja305991k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  2 in total

1.  A false dichotomy.

Authors:  Clare Whitehead; Ayelet Kuper
Journal:  CMAJ       Date:  2015-06-16       Impact factor: 8.262

2.  Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds.

Authors:  Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Chem Rev       Date:  2020-04-29       Impact factor: 60.622

  2 in total

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