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Volumn 54, Issue 8, 1998, Pages 1601-1614

γ-Oxygenated-α,β-unsaturated sulfones in radical cyclizations and cascade processes

Author keywords

[No Author keywords available]

Indexed keywords

RADICAL; SULFONE; UNCLASSIFIED DRUG; VINYL SULFONE;

EID: 0032546102     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)10368-4     Document Type: Article
Times cited : (21)

References (54)
  • 5
    • 0001216647 scopus 로고
    • Trost, B. M., Fleming, I.; Eds.; Pergamon: Oxford
    • b) Curran, D. P. Comprehensive Organic Synthesis; Trost, B. M., Fleming, I.; Eds.; Pergamon: Oxford, 1992; vol. 4, pp 715 and 779.
    • (1992) Comprehensive Organic Synthesis , vol.4 , pp. 715
    • Curran, D.P.1
  • 17
    • 0030990033 scopus 로고    scopus 로고
    • 3.-For some references dealing with the reactivity of α-sulfonyl radicals, see: a) Ke, B.-W.; Lin, C.-H; Tsai, Y.-M. Tetrahedron, 1997, 53, 7805.
    • (1997) Tetrahedron , vol.53 , pp. 7805
    • Ke, B.-W.1    Lin, C.-H.2    Tsai, Y.-M.3
  • 38
    • 33845282341 scopus 로고
    • d) For a force-field model for intramolecular radical additions, see: Spellmeyer, D. C.; Houk, K. N. J. Org. Chem. 1987, 52, 959.
    • (1987) J. Org. Chem. , vol.52 , pp. 959
    • Spellmeyer, D.C.1    Houk, K.N.2
  • 40
    • 0010702627 scopus 로고    scopus 로고
    • note
    • 9.-For instance, the cyclization of 4-methylhexenyl radical gives a 83:17 ratio of trans: cis isomers (see ref. 8c,d).
  • 44
    • 33645897192 scopus 로고
    • 11.-For a review on allylic 1,3-strain in stereoselective synthesis, see: Hoffmann, R. W. Chem. Rev. 1989, 89, 1841.
    • (1989) Chem. Rev. , vol.89 , pp. 1841
    • Hoffmann, R.W.1
  • 47
    • 0010701195 scopus 로고    scopus 로고
    • note
    • 3 (in ppm) for compounds 5-8 and 13: cis-5b= 4.32, trans-5b= 3.85; cis-5c= 4.01, trans-5c= 3.66; cis-6a= 4.10, trans-6a= 3.25; cis-6b= 3.91, trans-6b= 3.39; cw-7a= 4.68, trans-7a= 4.25; cis-7b= 4.55, trans-7b= 4.23; cis-8a= 4.67, trans-8a= 4.15; cis-8b= 4.66, trans-8b= 4.45; cis-13= 4.05, trans-13= 3.75.
  • 48
    • 0010698527 scopus 로고    scopus 로고
    • note
    • 3 (in ppm) for compounds 5-8: cis-5b= 43.1, trans-5b= 56.5; cis-5c= 56.5, trans-5c= 59.8; ciy-6a= 57.9, trans-6a= 59.1; cis-6b= 55.2, trans-6b= 58.4; cis-6c= 57.5, trans-6c= 58.3; cis-7a= 55.2, trans-7a= 60.5; cis-7b= 54.4, trans-7b= 59.3; cis-8a= 55.8, trans-8a= 61.1.
  • 49
    • 0000721036 scopus 로고    scopus 로고
    • 15.-For some recent reviews on cascade cyclizations, see: a) Malacria, M. Chem. Rev. 1996, 96, 289.
    • (1996) Chem. Rev. , vol.96 , pp. 289
    • Malacria, M.1
  • 52
    • 0010656674 scopus 로고    scopus 로고
    • See also ref. 1
    • d) See also ref. 1.
  • 53
    • 0010659982 scopus 로고    scopus 로고
    • note
    • C=C trans= 11.7-12.6 Hz).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.