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Volumn 127, Issue 17, 2005, Pages 6174-6175

Enantioselective reductive cyclization of 1,6-enynes via rhodium-catalyzed asymmetric hydrogenation: C-C bond formation precedes hydrogen activation

Author keywords

[No Author keywords available]

Indexed keywords

1,6 ENYNE; ALKYNE DERIVATIVE; CARBON; HYDROGEN; RHODIUM; UNCLASSIFIED DRUG;

EID: 18244392211     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja042645v     Document Type: Article
Times cited : (100)

References (30)
  • 1
    • 4644336644 scopus 로고    scopus 로고
    • For catalytic C-C bond-forming hydrogenations developed in our lab, see: Jang, H.-Y.; Krische, M. J. Acc. Chem. Res. 2004, 37, 653.
    • (2004) Acc. Chem. Res. , vol.37 , pp. 653
    • Jang, H.-Y.1    Krische, M.J.2
  • 2
    • 0002045580 scopus 로고
    • For a review covering heterolytic hydrogen activation, see: Brothers, P. J. Prog. Inorg. Chem. 1981, 28, 1.
    • (1981) Prog. Inorg. Chem. , vol.28 , pp. 1
    • Brothers, P.J.1
  • 3
    • 33847797644 scopus 로고
    • Mild basic additives are believed to induce heterolytic activation of hydrogen via deprotonation of cationic rhodium dihydride intermediates: (a) Schrock, R. R.; Osborn, J. A. J. Am. Chem. Soc. 1976, 98, 2134.
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 2134
    • Schrock, R.R.1    Osborn, J.A.2
  • 6
    • 0002524474 scopus 로고
    • For reviews encompassing the Pd-catalyzed cycloisomerization and reductive cyclization of 1,6-enynes, see: (a) Trost, B. M. Acc. Chem. Res. 1990, 23, 34.
    • (1990) Acc. Chem. Res. , vol.23 , pp. 34
    • Trost, B.M.1
  • 10
    • 0033541036 scopus 로고    scopus 로고
    • For selected examples of the cycloisomerization of 1,6-enynes catalyzed by metals other than palladium, see: (a) Titanium: Sturla, S. J.; Kablaoui, N. M.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 1976.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 1976
    • Sturla, S.J.1    Kablaoui, N.M.2    Buchwald, S.L.3
  • 18
    • 4344685383 scopus 로고    scopus 로고
    • For a review of the enantioselective catalytic cycloisomerization of 1,6- and 1,7-enynes, see: Fairlamb, I. J. S. Angew. Chem., Int. Ed. 2004, 43, 1048.
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 1048
    • Fairlamb, I.J.S.1
  • 19
    • 0034680568 scopus 로고    scopus 로고
    • For rhodium-catalyzed enantioselective enyne cycloisomerization and hydrosilylation cyclization, see: (a) Ping, C.; Zhang, X. Angew. Chem., Int. Ed. 2000, 39, 4104.
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 4104
    • Ping, C.1    Zhang, X.2
  • 24
    • 0034641228 scopus 로고    scopus 로고
    • and references therein
    • Rh(III) metallocycles derived from 1,6-enynes are postulated as reactive intermediates in catalytic [4 + 2] and [5 + 2] cycloadditions, Pauson-Khand reactions, and cycloisomerizations: Cao, P.; Wang, B.; Zhang, X. J. Am. Chem. Soc. 2000, 122, 6490 and references therein.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 6490
    • Cao, P.1    Wang, B.2    Zhang, X.3
  • 28
    • 85025750446 scopus 로고
    • For selected reviews encompassing asymmetric hydrogenation catalyzed by cationic rhodium complexes, see: (a) Halpern, J. J. Organomet. Chem. 1980, 200, 133.
    • (1980) J. Organomet. Chem. , vol.200 , pp. 133
    • Halpern, J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.