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Synlett 1994; 1994(5): 366-368
DOI: 10.1055/s-1994-22856
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Good to Excellent Diastereoselectivities in Asymmetric Radical Cyclizations of Optically Pure ß-Alkoxy Vinyl Sulfoxides

Mohamed Zahouily* , Michel Journet, Max Malacria
  • *Université P. et M. Curie, Laboratoire de Chimie Organique de Synthèse, associé au CNRS, Tour 44-54, B. 229, 4, Place Jussieu 75252 - PARIS Cedex 05, FRANCE
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Publication Date:
22 March 2002 (online)

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A new asymmetric radical cyclization of optically pure ß-alkoxy vinyl sulfoxides afforded various tetrahydrofuran derivatives in high yields with good to excellent diastereoselectivities. The sense of chiral induction depended on the configuration of the double bond of the vinyl sulfoxide which reacted in the s-trans conformation during the cyclization.

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