Direct lithiation and alkylation of trifluoromethyl enol ethers having a β-sulfur substituent

Chemical and Pharmaceutical Bulletin

Volumn 48, Issue 1, 2000, Pages 145-147

  Yoshimatsu, Mitsuhiro ^a   Kinoshita, Sayaka ^a  

^a GIFU UNIVERSITY   (Japan)

Author keywords

Enol ether; Trifluoromethyl; Vinyl sulfide

Indexed keywords

2 (ETHYLTHIO) 3 (METHYLTHIO) 3 (PHENYLTHIO) 1,1,1 TRIFLUOROPROP 2 ENE; 2 (ETHYLTHIO) 3 (PHENYLTHIO) 1,1,1 TRIFLUOROBUT 2 ENE; 2 (ETHYLTHIO) 3 (PHENYLTHIO) 1,1,1 TRIFLUOROHEX 2,5 DIENE; 2 ETHOXY 3 (METHYLTHIO) 3 (PHENYLTHIO) 1,1,1 TRIFLUOROPROP 2 ENE; 2 ETHOXY 3 (METHYLTHIO) 4 PHENYL 1,1,1 TRIFLUOROBUT 2 ENE; 2 ETHOXY 3 (PHENYLTHIO) 1,1,1 TRIFLUORO 3 (TRIMETHYLSILYL)PROP 2 ENE; 2 ETHOXY 3 (PHENYLTHIO) 1,1,1 TRIFLUOROBUT 2 ENE; 2 ETHOXY 3 (PHENYLTHIO) 1,1,1 TRIFLUOROHEX 2,5 DIENE; 2 ETHOXY 3 (PHENYLTHIO) 1,1,1 TRIFLUOROPROP 2 ENE; 2 ETHOXY 4 PHENYL 3 (PHENYLTHIO) 1,1,1 TRIFLUOROBUT 2 ENE; ALKENE DERIVATIVE; ETHER DERIVATIVE; LITHIUM DERIVATIVE; ORGANOSULFUR DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; REACTION ANALYSIS; STOICHIOMETRY;

EID: 0033984716     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.48.145     Document Type: Article

References (22)

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2. Trifluoromethyl ethenyl lithium: Drakesmith F. G., Steward O. J., Tarrant P., J. Org. Chem., 33, 280-285 (1968); Fuchigami T., Yamanouchi A., Ojima I.,Synthesis, 1984, 766-768; Kitazume T., Ikeya T., J. Org. Chem., 53, 2349-2350 (1988); other synthetic equivalents; Ojima I., Chem. Rev., 88, 101-1030 (1988); Fujita M., Morita T., Hiyama T., Tetrahedron Lett., 27, 2135-2138 (1986); Burton D. J., Hansen S. W., J. Am. Chem. Soc., 108, 4229-4230 (1986); Burton D. J., Yang Z.-Y., Morken P. A., Tetrahedron. 50, 2993-3063 (1994).
3. Trifluoromethyl ethenyl lithium: Drakesmith F. G., Steward O. J., Tarrant P., J. Org. Chem., 33, 280-285 (1968); Fuchigami T., Yamanouchi A., Ojima I.,Synthesis, 1984, 766-768; Kitazume T., Ikeya T., J. Org. Chem., 53, 2349-2350 (1988); other synthetic equivalents; Ojima I., Chem. Rev., 88, 101-1030 (1988); Fujita M., Morita T., Hiyama T., Tetrahedron Lett., 27, 2135-2138 (1986); Burton D. J., Hansen S. W., J. Am. Chem. Soc., 108, 4229-4230 (1986); Burton D. J., Yang Z.-Y., Morken P. A., Tetrahedron. 50, 2993-3063 (1994).
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