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Volumn 2003, Issue 6, 2003, Pages 201-212

Fragmentations of (E)- and (Z)- isomers of2-methylbuten-1-yl(aryl)iodoniumtriflates: Competing mechanisms for enoltriflate formation

Author keywords

Hypervalent iodine; Iodonium salt; Ligand coupling; Substitution; Vinyl cation; Vinyl iodonium

Indexed keywords

2 METHYLBUTEN 1 YL TRIFLATE; 2 PENTEN 2 YL TRIFLATE; 2 PENTEN 3 YL TRIFLATE; CADMIUM CHLORIDE; IODINE DERIVATIVE; MESYLIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 3242724884     PISSN: 14246376     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (6)

References (24)
  • 4
    • 0036149635 scopus 로고    scopus 로고
    • and refs therein
    • Okuyama, T.; Acc. Chem. Res. 2002, 35, 12-18 and refs therein.
    • (2002) Acc. Chem. Res. , vol.35 , pp. 12-18
    • Okuyama, T.1
  • 11
    • 0036487009 scopus 로고    scopus 로고
    • For X-ray structural analysis and synthesis of three (Z)-2-methyl-1- butenyl(aryl)iodonium salts, see: Hinkle, R. J.; McDonald, R.; Acta Cryst., C. 2002, C58, o117-o121.
    • (2002) Acta Cryst., C , vol.C58
    • Hinkle, R.J.1    McDonald, R.2
  • 12
    • 84994929046 scopus 로고
    • Authentic samples of enol triflate mixtures were synthesized by standard methods. See, a) Stang, P. J.; Treptow, W. Synthesis 1980, 283-284.
    • (1980) Synthesis , pp. 283-284
    • Stang, P.J.1    Treptow, W.2
  • 16
    • 0033791257 scopus 로고    scopus 로고
    • Reactions of 2,2-dialkylvinyl iodonium salt with halide ions
    • Okuyama, T.; Sato, K.; Ochiai, M. "Reactions of 2,2-Dialkylvinyl Iodonium Salt with Halide Ions," Bull. Chem. Soc. Jpn. 2000, 73, 2341-2349. Okuyama, T.; Takino, T.; Sado, K.; Ochiai, M. J. Am. Chem. Soc. 1998, 120, 2275-2282.
    • (2000) Bull. Chem. Soc. Jpn. , vol.73 , pp. 2341-2349
    • Okuyama, T.1    Sato, K.2    Ochiai, M.3
  • 17
    • 0032542723 scopus 로고    scopus 로고
    • Okuyama, T.; Sato, K.; Ochiai, M. "Reactions of 2,2-Dialkylvinyl Iodonium Salt with Halide Ions," Bull. Chem. Soc. Jpn. 2000, 73, 2341-2349. Okuyama, T.; Takino, T.; Sado, K.; Ochiai, M. J. Am. Chem. Soc. 1998, 120, 2275-2282.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 2275-2282
    • Okuyama, T.1    Takino, T.2    Sado, K.3    Ochiai, M.4
  • 20
    • 3242682116 scopus 로고    scopus 로고
    • note
    • Okuyama et al. found that the transition state for hydride migration in the 2-buten-1-yl cation was only 0.32 kcal/mole above the energy of the secondary cations. See ref. 7b.
  • 21
    • 0003956918 scopus 로고
    • McGraw-Hill: New York
    • nd ed.; McGraw-Hill: New York 1970; p 367.
    • (1970) nd Ed. , pp. 367
    • Hammet, L.P.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.