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Synlett 1998; 1998(8): 936-938
DOI: 10.1055/s-1998-1825
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Generation of 2-Substituted-2-metallo-1,3-dithianes and Their Coupling with 1,2-Disubstituted Epoxides at Room Temperature

Mitsuaki Ide* , Minoru Yasuda, Masaya Nakata
  • *Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan; Fax + 81-45-563-0446; E-mail: msynktxa@applc.keio.ac.jp
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Publication History

Publication Date:
31 December 2000 (online)

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2-Substituted 1,3-dithianes were subjected to lithiation by n-BuLi at room temperature and the resulting anions reacted with 1,2-disubstituted epoxides at room temperature, giving the coupling products in satisfactory yield. In addition, a mixed organometallic reagent, n-BuLi/Bu2Mg, was found to be an effective metallation reagent for 2-substituted-1,3-dithianes.

dithiane coupling - 2-substituted-1,3-dithianes - 1,2-disubstituted epoxides - n-BuLi/Bu2Mg complex

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