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Volumn , Issue 4, 1996, Pages 502-506

Butyllithium mediated cyclization of substituted cis-1-(alk-4-ynyl)-2-hydroxymethyl-1-iodocyclopropanes: Synthesis of functionalized spiro[2.4]heptanes

Author keywords

cyclization; iodocyclopropanes; lithiocyclopropanes; spiro 2.4 heptanes

Indexed keywords

CYCLOPENTANE DERIVATIVE; CYCLOPROPANE DERIVATIVE; SPIRO COMPOUND;

EID: 0029963163     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-4251     Document Type: Article
Times cited : (6)

References (20)
  • 1
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    • and references given therein
    • Bailey, W. F.; Jiang, X.-L. J. Org. Chem. 1994, 59, 6528, and references given therein.
    • (1994) J. Org. Chem. , vol.59 , pp. 6528
    • Bailey, W.F.1    Jiang, X.-L.2
  • 3
    • 0025124423 scopus 로고
    • Wu, G.; Cederbaum, F. E.; Negishi, E. Tetrahedron Lett. 1990, 31, 493. Ovasaka, T. V.; Warren, R. R.; Lewis, C. E.; Wachter-Jurcsak, N.; Bailey, W. F. J. Org. Chem. 1994, 59, 5868.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 493
    • Wu, G.1    Cederbaum, F.E.2    Negishi, E.3
  • 10
    • 0006121910 scopus 로고
    • Rappoport, Z., Ed.; John Wiley and Sons: Chichester, and references given therein
    • For a discussion of metallocyclopropane transformations, see: Tsuji, T.; Nishida, S. In The Chemistry of the Cyclopropyl Group; Rappoport, Z., Ed.; John Wiley and Sons: Chichester, 1987; Part 1, pp 349-351, and references given therein.
    • (1987) The Chemistry of the Cyclopropyl Group , Issue.1 PART , pp. 349-351
    • Tsuji, T.1    Nishida, S.2
  • 12
    • 0346541368 scopus 로고
    • When substrates containing both an acidic proton and a halogen (Br or I) are treated with BuLi, the interplay between deprotonation and lithium-halogen exchange is complicated. Experimental parameters such as the order of addition and rate of stirring of the reaction mixture can play important roles. For detailed, enlightening studies regarding this issue, see: Beak, P.; Musick, T. J.; Chen, C. J. Am. Chem. Soc. 1988, 110, 3538. Gallagher, D. J.; Beak, P. J. Am. Chem. Soc. 1991, 113, 7984.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 3538
    • Beak, P.1    Musick, T.J.2    Chen, C.3
  • 13
    • 0038349260 scopus 로고
    • When substrates containing both an acidic proton and a halogen (Br or I) are treated with BuLi, the interplay between deprotonation and lithium-halogen exchange is complicated. Experimental parameters such as the order of addition and rate of stirring of the reaction mixture can play important roles. For detailed, enlightening studies regarding this issue, see: Beak, P.; Musick, T. J.; Chen, C. J. Am. Chem. Soc. 1988, 110, 3538. Gallagher, D. J.; Beak, P. J. Am. Chem. Soc. 1991, 113, 7984.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 7984
    • Gallagher, D.J.1    Beak, P.2
  • 14
    • 0001172865 scopus 로고
    • Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, Schreiber, S. L., Ed.
    • Panek, J. S. In Comprehensive Organic Synthesis, Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, Schreiber, S. L., Ed., pp 580-582; 618-620.
    • (1991) Comprehensive Organic Synthesis , vol.1 , pp. 580-582
    • Panek, J.S.1
  • 16


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.