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Volumn 65, Issue 5, 2000, Pages 1558-1561

Stereodivergent synthesis of (E)- and (Z)-2-alken-4-yn-1-ols from 2- propynoic acid: A practical route via 2-alken-4-ynoates

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL ALCOHOL; ORGANIC COMPOUND;

EID: 0034629558     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo991350a     Document Type: Article
Times cited : (65)

References (36)
  • 3
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    • Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford
    • (a) Harrington, P. J. In Comprehensive Organometallic Chemistry II, Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: Oxford, 1995; Vol. 12, p 797.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 797
    • Harrington, P.J.1
  • 5
    • 0000276556 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
    • (c) Godleski, S. A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 4, p 585.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 585
    • Godleski, S.A.1
  • 7
    • 0000217402 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
    • Wipf, P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, p 827.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 827
    • Wipf, P.1
  • 28
    • 0001392294 scopus 로고    scopus 로고
    • 2-catalyzed isomerization of (Z)-1 to (E)-1 is reported, see: Jung, M. E.; Kiankarimi, M. J. Org. Chem. 1998, 63, 2968. (b) The isomerization of (Z)-1 to (E)-1 under refluxing xylene is reported, see: Wojcik, J.; Stefaniak, L.; Witanowski, M.; Webb, G. A. Bull. Pol. Acad. Sci. Chem. 1984, 32, 85. (c) Similar isomerization of 1-phenyl-3(Z)- iodo-2-propenone to the E isomer in the presence of a catalytic amount of NaI in acetic acid is reported, see: ref 10b.
    • (1998) J. Org. Chem. , vol.63 , pp. 2968
    • Jung, M.E.1    Kiankarimi, M.2
  • 29
    • 0343691233 scopus 로고
    • 2-catalyzed isomerization of (Z)-1 to (E)-1 is reported, see: Jung, M. E.; Kiankarimi, M. J. Org. Chem. 1998, 63, 2968. (b) The isomerization of (Z)-1 to (E)-1 under refluxing xylene is reported, see: Wojcik, J.; Stefaniak, L.; Witanowski, M.; Webb, G. A. Bull. Pol. Acad. Sci. Chem. 1984, 32, 85. (c) Similar isomerization of 1-phenyl-3(Z)- iodo-2-propenone to the E isomer in the presence of a catalytic amount of NaI in acetic acid is reported, see: ref 10b.
    • (1984) Bull. Pol. Acad. Sci. Chem. , vol.32 , pp. 85
    • Wojcik, J.1    Stefaniak, L.2    Witanowski, M.3    Webb, G.A.4
  • 30
    • 0343691232 scopus 로고    scopus 로고
    • Similar isomerization of 1-phenyl-3(Z)-iodo-2-propenone to the E isomer in the presence of a catalytic amount of NaI in acetic acid is reported, see: ref 10b
    • 2-catalyzed isomerization of (Z)-1 to (E)-1 is reported, see: Jung, M. E.; Kiankarimi, M. J. Org. Chem. 1998, 63, 2968. (b) The isomerization of (Z)-1 to (E)-1 under refluxing xylene is reported, see: Wojcik, J.; Stefaniak, L.; Witanowski, M.; Webb, G. A. Bull. Pol. Acad. Sci. Chem. 1984, 32, 85. (c) Similar isomerization of 1-phenyl-3(Z)-iodo-2-propenone to the E isomer in the presence of a catalytic amount of NaI in acetic acid is reported, see: ref 10b.
  • 32
    • 0000509322 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
    • (b) Sonogashira, K. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 3, p 521.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 521
    • Sonogashira, K.1
  • 34
    • 0031057305 scopus 로고    scopus 로고
    • Pd complex-catalyzed coupling of (Z)-1 with an excess amount of phenylacetylene gives γ-alkylidenebutenolides, see: Kotora, M.; Negishi, E. Synthesis 1997, 121.
    • (1997) Synthesis , pp. 121
    • Kotora, M.1    Negishi, E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.