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Volumn 125, Issue 51, 2003, Pages 15760-15761

Rhenium-Catalyzed Coupling of Propargyl Alcohols and Allyl Silanes

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; PROPARGYL ALCOHOL DERIVATIVE; RHENIUM; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0347625826     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja039124c     Document Type: Article
Times cited : (159)

References (31)
  • 4
    • 84942767100 scopus 로고
    • Wilkinson, G., Stone, F. G. A., Abel, E. W., Ed.; Pergamon: Oxford
    • (d) Trost, B. M.; Verhoeven, T. R. In Comprehensive Organometallic Chemistry: Wilkinson, G., Stone, F. G. A., Abel, E. W., Ed.; Pergamon: Oxford. 1982: Vol. 8, p 799.
    • (1982) Comprehensive Organometallic Chemistry , vol.8 , pp. 799
    • Trost, B.M.1    Verhoeven, T.R.2
  • 5
    • 84942747863 scopus 로고
    • Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford
    • (e) Jolly, P. W. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford, 1982; Vol. 8, p 713.
    • (1982) Comprehensive Organometallic Chemistry , vol.8 , pp. 713
    • Jolly, P.W.1
  • 6
    • 0003397781 scopus 로고    scopus 로고
    • Diederich, F., Stang, P. J., Eds.; Wiley-VCH: New York
    • (f) Metal Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: New York, 1998.
    • (1998) Metal Catalyzed Cross-Coupling Reactions
  • 8
    • 0003544583 scopus 로고    scopus 로고
    • Ojima. I., Ed.: Wiley-VCH: New York
    • (a) For a review of transition metal-catalyzed allylic alkylations: Trost, B. M.; Lee, C. In Catalytic Asymmetric Synthesis, 2nd ed.: Ojima. I., Ed.: Wiley-VCH: New York, 2000.
    • (2000) Catalytic Asymmetric Synthesis, 2nd Ed.
    • Trost, B.M.1    Lee, C.2
  • 11
    • 0036150208 scopus 로고    scopus 로고
    • (b) Elsevier, C. J.; Kieijn, H.; Boersma, J.; Vermeer, P. Organometallics 1986, 5, 716. For a review of metal propargyl complexes, see: Wojcicki, A. Inorg. Chem. Commun. 2002, 5, 82.
    • (2002) Inorg Chem Commun. , vol.5 , pp. 82
    • Wojcicki, A.1
  • 13
    • 0037140714 scopus 로고    scopus 로고
    • (b) Teobald, B. J. Tetrahedron 2002, 58, 4133. Cr-stabilized: Müller, T. J. J. Eur. J. Org. Chem. 2001, 2021.
    • (2002) Tetrahedron , vol.58 , pp. 4133
    • Teobald, B.J.1
  • 14
  • 19
    • 0011550398 scopus 로고
    • Co-mediated coupling of propargyl alcohols and ethers with allylsilanes: (a) O'Boyle, J. E.; Nicholas, K. M. Tetrahedron Lett. 1980, 21, 1595.
    • (1980) Tetrahedron Lett. , vol.21 , pp. 1595
    • O'Boyle, J.E.1    Nicholas, K.M.2
  • 22
    • 0026579169 scopus 로고
    • Various metal-oxo complexes have been reported as catalysts for conversion of propargyl alcohols to enones (Meyer-Schuster rearrangement). (a) Re: Narasaka, K.; Kusama, H.; Hayashi, Y. Tetrahedron 1992, 48, 2059.
    • (1992) Tetrahedron , vol.48 , pp. 2059
    • Narasaka, K.1    Kusama, H.2    Hayashi, Y.3
  • 25
    • 0004886581 scopus 로고
    • Rhenium-catalyzed reaction with 1,1-diphenylpropan-1-o1 produced the allene as the major product. This may be an indication that this substrate (EQUATION PRESENTED) Reacts via a stable (diphenyl)alkynyl carbenium intermediate. Richey, H. G., Jr.; Philips, J. C.; Rennick, L. E. J. Am. Chem. Soc. 1965, 87, 1381.
    • (1965) J. Am. Chem. Soc. , vol.87 , pp. 1381
    • Richey Jr., H.G.1    Philips, J.C.2    Rennick, L.E.3
  • 27
    • 0346277420 scopus 로고    scopus 로고
    • note
    • The products (10 and ent-10) of coupling with (E)- and (Z)-9 were found to be enantiomers by reductive ozonolysis and comparison of the optical rotations of the resulting alcohols.
  • 31
    • 0035833706 scopus 로고    scopus 로고
    • The relative and absolute stereochemistry of the coupling reaction with chiral silanes is identical to that observed by Panek in related reactions. Sui, M.; Panek, J. S. Org. Lett. 2001, 3, 2439.
    • (2001) Org. Lett. , vol.3 , pp. 2439
    • Sui, M.1    Panek, J.S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.