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Volumn 116, Issue 16, 1994, Pages 7447-7448

Samarium(II) Iodide Induced Radical Cyclizations of Halo- and Carbonylhydrazones

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EID: 0000817093     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00095a074     Document Type: Article
Times cited : (102)

References (42)
  • 10
    • 0000620768 scopus 로고
    • Tetrahedron Lett. 1989, 30, 3283; Can. J. Chem. 1991, 69, 779
    • Yadav, V.; Fallis, A. G. Tetrahedron Lett. 1988, 29, 897; Tetrahedron Lett. 1989, 30, 3283; Can. J. Chem. 1991, 69, 779.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 897
    • Yadav, V.1    Fallis, A.G.2
  • 23
    • 33746416282 scopus 로고
    • Mesitylsulfo-nylhydrazones;
    • Mesitylsulfo-nylhydrazones; Kim, S.; Cho, J. R. Synlett 1992, 629.
    • (1992) Synlett , pp. 629
    • Kim, S.1    Cho, J.R.2
  • 24
    • 0001492673 scopus 로고
    • After submission of this manuscript, the electrochemical coupling of ketones with dimethyl-hydrazones was reported;
    • After submission of this manuscript, the electrochemical coupling of ketones with dimethyl-hydrazones was reported; Shono, T.; Kise, N.; Fujimoto, T.; Yamanami, A.; Nomura, R. J. Org. Chem. 1994, 59, 1730.
    • (1994) J. Org. Chem. , vol.59 , pp. 1730
    • Shono, T.1    Kise, N.2    Fujimoto, T.3    Yamanami, A.4    Nomura, R.5
  • 25
    • 37049143094 scopus 로고
    • This stereochemical result is in contrast to the syn/anti mixture that usually results from the preparation of oxime ethers, (a)
    • This stereochemical result is in contrast to the syn/anti mixture that usually results from the preparation of oxime ethers, (a) Brady, O. L.; Bishop, G. J. Chem. Soc. 1925, 127, 1357.
    • (1925) J. Chem. Soc. , vol.127 , pp. 1357
    • Brady, O.L.1    Bishop, G.2
  • 26
    • 0003905731 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: Orlando, FL
    • Enders, D. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: Orlando, FL, 1984; Vol. 3.
    • (1984) Asymmetric Synthesis , vol.3
    • Enders, D.1
  • 28
    • 33845282849 scopus 로고
    • lPrMgCl to aldehyde 5; at 0 °C, the ratio was 10:1, but the selectivity increased to >25:1 at -78 °C. (a)
    • lPrMgCl to aldehyde 5; at 0 °C, the ratio was 10:1, but the selectivity increased to >25:1 at -78 °C. (a) Denmark, S. E.; Weber, T.; Piotrowski, D. W. J. Am. Chem. Soc. 1987, 109, 2224.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 2224
    • Denmark, S.E.1    Weber, T.2    Piotrowski, D.W.3
  • 31
    • 0027462439 scopus 로고
    • 2 ensured a lower concentration than normally required for efficient formation of an organosamarium intermediate. Under these conditions, cyclization of 5-hexenyl systems was not competetive with cyclization of 5-hexenylhydrazones. In addition, our related studies have established that intramolecular 5-exo cyclization onto an N,N-diphenylhydrazone was >100 times faster than the corresponding 5-exo cyclization onto an alkene (Sturino, C. F.; Fallis, A. G. J. Am. Chem. Soc, submitted for publication).
    • 2 ensured a lower concentration than normally required for efficient formation of an organosamarium intermediate. Under these conditions, cyclization of 5-hexenyl systems was not competetive with cyclization of 5-hexenylhydrazones. In addition, our related studies have established that intramolecular 5-exo cyclization onto an N,N-diphenylhydrazone was >100 times faster than the corresponding 5-exo cyclization onto an alkene (Sturino, C. F.; Fallis, A. G. J. Am. Chem. Soc, submitted for publication).
    • (1993) Tetrahedron Lett. , vol.34 , pp. 1717
    • Hasegawa, E.1    Curran, D.P.2


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