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Volumn 129, Issue 10, 2007, Pages 2768-2769

Highly selective copper-catalyzed ring expansion of vinyl thiiranes: Application to synthesis of biotin and the heterocyclic core of plavix

Author keywords

[No Author keywords available]

Indexed keywords

2,5 DIHYDROTHIOPHENE; BIOTIN; CLOPIDOGREL; COPPER; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

EID: 33947262954     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja069059h     Document Type: Article
Times cited : (61)

References (28)
  • 1
    • 84944066356 scopus 로고    scopus 로고
    • Katritsky, A. R, Rees, C. W, Scriven, E. F, Eds, Pergamon: Oxford
    • Russell, R. K.; Press, J. B. In Comprehensive Heterocyclic Chemstry; Katritsky, A. R., Rees, C. W., Scriven, E. F., Eds.; Pergamon: Oxford, 1996; Vol. 7, pp 679-729.
    • (1996) Comprehensive Heterocyclic Chemstry , vol.7 , pp. 679-729
    • Russell, R.K.1    Press, J.B.2
  • 2
    • 33845190114 scopus 로고    scopus 로고
    • For a recent approach, consult:, and references cited therein
    • For a recent approach, consult: Brandau, S.; Maerten, E.; Jorgensen, K. A. J. Am. Chem. Soc. 2006, 128, 14986-14991 and references cited therein.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 14986-14991
    • Brandau, S.1    Maerten, E.2    Jorgensen, K.A.3
  • 9
    • 84943377699 scopus 로고
    • Katritsky, A. R, Rees, C. W, Eds, Pergamon: Oxford
    • (a) Dittmer, D. C. In Comprehensive Heterocyclic Chemstry; Katritsky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, 1984; Vol. 7, pp 131-184.
    • (1984) Comprehensive Heterocyclic Chemstry , vol.7 , pp. 131-184
    • Dittmer, D.C.1
  • 19
    • 0043153243 scopus 로고    scopus 로고
    • Lautenschlaeger, F. J. Org. Chem. 1969, 34, 3998-4002. In a single example, it was shown that oxidation of butadiene episulfide with hydrogen peroxide afforded 2,5-dihydrothiophene-1-oxide in a 25% yield.
    • Lautenschlaeger, F. J. Org. Chem. 1969, 34, 3998-4002. In a single example, it was shown that oxidation of butadiene episulfide with hydrogen peroxide afforded 2,5-dihydrothiophene-1-oxide in a 25% yield.
  • 21
    • 33947259858 scopus 로고    scopus 로고
    • In a preliminary study, we have independently subjected the two enantiomers of 2-styrilthiirane (entry 5) to the reaction conditions see Supporting Information, Our results, for this particular substrate, indicate that there is some erosion of chirality during the course of the reaction
    • In a preliminary study, we have independently subjected the two enantiomers of 2-styrilthiirane (entry 5) to the reaction conditions (see Supporting Information). Our results, for this particular substrate, indicate that there is some erosion of chirality during the course of the reaction.
  • 24
    • 0001338289 scopus 로고    scopus 로고
    • Diol 14 was previously accessed in II synthetic steps, see Ohrui, H.; Emoto, S. Tetrahedron Lett. 1975, 16, 2765-2766.
    • Diol 14 was previously accessed in II synthetic steps, see Ohrui, H.; Emoto, S. Tetrahedron Lett. 1975, 16, 2765-2766.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.