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Volumn 118, Issue 24, 1996, Pages 5818-5819

Diastereoselective synthesis of γ-butryrolactones from enones mediated or catalyzed by a titanocene complex

Author keywords

[No Author keywords available]

Indexed keywords

GAMMA BUTYROLACTONE DERIVATIVE;

EID: 0030017880     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja960953q     Document Type: Article
Times cited : (92)

References (23)
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    • Hegedus, L. S., Ed.; Pergamon: Kidlington, and references therein
    • Schore, N. E. in Comprehensive Organometallic Chemistry II; Hegedus, L. S., Ed.; Pergamon: Kidlington, 1995; Vol. 12, pp 703 and references therein. For catalytic examples, see: Jeong, N.; Hwang, S. H.; Lee, Y.; Chung, Y. K. J. Am. Chem. Soc. 1994, 116, 3159. Lee, B. Y.; Chung, Y. K.; Jeong, N.; Lee, Y.; Hwang, S. H. J. Am. Chem. Soc. 1994, 116, 8793. Pagenkopf, B. L.; Livinghouse, T. J. J. Am. Chem. Soc. 1996, 118, 2285.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 703
    • Schore, N.E.1
  • 2
    • 0001069332 scopus 로고
    • Schore, N. E. in Comprehensive Organometallic Chemistry II; Hegedus, L. S., Ed.; Pergamon: Kidlington, 1995; Vol. 12, pp 703 and references therein. For catalytic examples, see: Jeong, N.; Hwang, S. H.; Lee, Y.; Chung, Y. K. J. Am. Chem. Soc. 1994, 116, 3159. Lee, B. Y.; Chung, Y. K.; Jeong, N.; Lee, Y.; Hwang, S. H. J. Am. Chem. Soc. 1994, 116, 8793. Pagenkopf, B. L.; Livinghouse, T. J. J. Am. Chem. Soc. 1996, 118, 2285.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 3159
    • Jeong, N.1    Hwang, S.H.2    Lee, Y.3    Chung, Y.K.4
  • 3
    • 85022624758 scopus 로고
    • Schore, N. E. in Comprehensive Organometallic Chemistry II; Hegedus, L. S., Ed.; Pergamon: Kidlington, 1995; Vol. 12, pp 703 and references therein. For catalytic examples, see: Jeong, N.; Hwang, S. H.; Lee, Y.; Chung, Y. K. J. Am. Chem. Soc. 1994, 116, 3159. Lee, B. Y.; Chung, Y. K.; Jeong, N.; Lee, Y.; Hwang, S. H. J. Am. Chem. Soc. 1994, 116, 8793. Pagenkopf, B. L.; Livinghouse, T. J. J. Am. Chem. Soc. 1996, 118, 2285.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 8793
    • Lee, B.Y.1    Chung, Y.K.2    Jeong, N.3    Lee, Y.4    Hwang, S.H.5
  • 4
    • 0029871213 scopus 로고    scopus 로고
    • Schore, N. E. in Comprehensive Organometallic Chemistry II; Hegedus, L. S., Ed.; Pergamon: Kidlington, 1995; Vol. 12, pp 703 and references therein. For catalytic examples, see: Jeong, N.; Hwang, S. H.; Lee, Y.; Chung, Y. K. J. Am. Chem. Soc. 1994, 116, 3159. Lee, B. Y.; Chung, Y. K.; Jeong, N.; Lee, Y.; Hwang, S. H. J. Am. Chem. Soc. 1994, 116, 8793. Pagenkopf, B. L.; Livinghouse, T. J. J. Am. Chem. Soc. 1996, 118, 2285.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 2285
    • Pagenkopf, B.L.1    Livinghouse, T.J.2
  • 5
  • 15
    • 8944259350 scopus 로고    scopus 로고
    • note
    • 2 and 2 mL of toluene in an argon-filled glovebox. The reaction flask is removed from the glovebox, evacuated and backfilled with 15 psig CO, and heated to 70 °C for 15-18 h. After cooling to room temperature, the crude reaction mixture is filtered through a plug of silica gel and rinsed through with diethyl ether, and the resulting mixture is purified by flash chromatography.
  • 17
    • 8944232020 scopus 로고    scopus 로고
    • note
    • 2 but are still good to excellent (80-98%). See supporting information for experimental details.
  • 18
    • 8944237412 scopus 로고    scopus 로고
    • note
    • We note that if the reaction is run at room temperature, the diasteroselectivities suffer. 3
  • 23
    • 6844239208 scopus 로고    scopus 로고
    • Albers, M. O.; Coville, N. J. Coord. Chem. Rev. 1984, 53, 227. Connelly, N. G.; Geiger, W. E. Chem. Rev. 1996, 96, 877.
    • (1996) Chem. Rev. , vol.96 , pp. 877
    • Connelly, N.G.1    Geiger, W.E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.