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Synlett 1993; 1993(11): 829-830
DOI: 10.1055/s-1993-22621
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Studies on the Metalation and Alkylation of Dihydrothiepin-1,1-dioxide. Applications to Synthesis

James H. Rigby* , A. Chris Krueger
  • *Department of Chemistry, Wayne State University, Detroit, Michigan 48202, USA
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Publication History

Publication Date:
19 March 2002 (online)

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α-Lithiodihydrothiepin-1,1-dioxide is prepared by treatment of the parent heterocycle with n-BuLi. Alkylation of this species with a wide range of electrophiles has been achieved. Subsequent thermal extrusion of sulfur dioxide affords the corresponding terminally alkylated hexatrienes.