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Vinyl T-butyl Sulfoxides As Trifluoroacetoxy Sulfenylating Agents Towards Olefins

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Brichard, MH. Janousek, Z. Viehe, HG.

Acceptor substituted vinylic t-butyl sulfoxides behave in acidic medium as formal vinylthiyl cations. These electrophilic species add to olefins, hexyne and allene to form beta-trifluoroacetoxy-sulfenylation products 9.

Document type Article de périodique (Journal article) – Article de recherche
Publication date 1993
Language Anglais
Journal information "Journal fuer Praktische Chemie. Chemiker-Zeitung" - Vol. 335, no. 2, p. 143-146 (1993)
Peer reviewed yes
Publisher Johann Ambrosius Barth Verlag (Heidelberg)
issn 0941-1216
Publication status Publié
Affiliation UCL
Links
  1. Sulfoxide, in: Houben-Weyl Band E11/Teil 1, (Ed.), G. Thieme Verlag, Stuttgart 1985, p. 669;
  2. Brichard, Tetrahedron Lett., 33, 2511 (1992)
  3. See ref. [1], p. 872
  4. Brichard, Synthetic Commun., 20, 2379 (1990)
  5. Viehe, Accounts Chem. Res., 18, 148 (1985)
  6. Gundermann, Chem. Ber., 91, 1330 (1958)
  7. Gundermann, Chem. Ber., 89, 1263 (1956)
  8. Craig, Tetrahedron Lett., 31, 6441 (1990)
  9. Vedejs, J. Am. Chem. Soc., 111, 8421 (1989)
  10. Wright, Tetrahedron Lett., 33, 153 (1992)
Bibliographic reference Brichard, MH. ; Janousek, Z. ; Viehe, HG.. Vinyl T-butyl Sulfoxides As Trifluoroacetoxy Sulfenylating Agents Towards Olefins. In: Journal fuer Praktische Chemie. Chemiker-Zeitung, Vol. 335, no. 2, p. 143-146 (1993)
Permanent URL http://hdl.handle.net/2078.1/49838