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Synlett 2010(3): 470-474  
DOI: 10.1055/s-0029-1219186
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Chiral Nonracemic Tertiary α-Thio and α-Sulfonyl Acetic Esters via SN2 Reactions of Tertiary Mesylates

Jimmie D. Weaver, David K. Morris, Jon A. Tunge*
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582, USA
Fax: +1(785)8645396; e-Mail: tunge@ku.edu;
Further Information

Publication History

Received 8 September 2009
Publication Date:
11 January 2010 (online)

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Abstract

Syntheses of enantioenriched sulfides and sulfones via substitution of tertiary mesylate with thiolate nucleophile were achieved with modest to excellent success.

Key words

sulfide - sulfone - SN2 reaction

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