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Volumn 38, Issue 13-14, 1999, Pages 2027-2029

Highly selective three-component coupling of ethyl propiolate, alkenes, and diphenyl diselenide under visible-light irradiation

Author keywords

Alkenes; Alkynes; C C coupling; Radical reactions; Selenium

Indexed keywords

ALKENE DERIVATIVE; ORGANOSELENIUM DERIVATIVE;

EID: 0033549491     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3773(19990712)38:13/14<2027::aid-anie2027>3.0.co;2-m     Document Type: Article
Times cited : (49)

References (42)
  • 2
    • 0020704104 scopus 로고
    • and references therein
    • PhSe+ = 10-50]: O. Ito, J. Am. Chem. Soc. 1983, 105, 850-853, and references therein.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 850-853
    • Ito, O.1
  • 17
    • 0346524343 scopus 로고
    • In contrast, α-aryl-substituted vinylic radicals are assumed to be π radicals
    • In general, vinyl radicals are believed to be a mixture of stereoisomeric σ radicals, and a fast equilibrium is present between the stereoisomers: a) R. W. Fessenden, R. H. Schuler, J. Chem. Phys. 1963, 39, 2147-2195. In contrast, α-aryl-substituted vinylic radicals are assumed to be π radicals:
    • (1963) J. Chem. Phys. , vol.39 , pp. 2147-2195
    • Fessenden, R.W.1    Schuler, R.H.2
  • 22
    • 85085674707 scopus 로고    scopus 로고
    • note
    • +.
  • 30
  • 35
    • 0344932372 scopus 로고    scopus 로고
    • note
    • The E/Z ratio of the product reflects that of the vinylic selenide starting material: 5b E/Z = 10/90, 5j E/Z = 7/93, 7b E/Z = 7/93, 7b′ E/Z = 16/84, 7j E/Z = 8/92.
  • 36
    • 85085674713 scopus 로고    scopus 로고
    • note
    • [3a]
  • 37
    • 0000315424 scopus 로고
    • (Eds.: B. M. Trost, I. Fleming, M. F. Semmelhock), Pergamon, Oxford
    • a) D. P. Curran in Comprehensive Organic Synthesis, Vol. 4 (Eds.: B. M. Trost, I. Fleming, M. F. Semmelhock), Pergamon, Oxford, 1991, pp. 779-831;
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 779-831
    • Curran, D.P.1
  • 38
    • 85082777144 scopus 로고
    • b) D. P. Curran, Synthesis 1988, 417-439; D. P. Curran, Synthesis 1988, 489-513;
    • (1988) Synthesis , pp. 417-439
    • Curran, D.P.1
  • 39
    • 85064667006 scopus 로고
    • b) D. P. Curran, Synthesis 1988, 417-439; D. P. Curran, Synthesis 1988, 489-513;
    • (1988) Synthesis , pp. 489-513
    • Curran, D.P.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.