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Volumn 13, Issue 24, 2011, Pages 6596-6599

Ethylene in organic synthesis: A new route to anticholenergic pyrrolidinoindolines, and other molecules with all carbon-quaternary centers via asymmetric hydrovinylation

Author keywords

[No Author keywords available]

Indexed keywords

ETHYLENE; ETHYLENE DERIVATIVE; INDOLE DERIVATIVE; OXINDOLE; PYRROLIDINE DERIVATIVE;

EID: 84055223580     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol203052y     Document Type: Article
Times cited : (32)

References (78)
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    • Brossi, A., Ed.; Academic: San Diego, CA
    • (b) Takano, S.; Ogasawara, K. In The Alkaloids; Brossi, A., Ed.; Academic: San Diego, CA, 1989; Vol. 36, pp 225-251.
    • (1989) The Alkaloids , vol.36 , pp. 225-251
    • Takano, S.1    Ogasawara, K.2
  • 4
    • 77958025097 scopus 로고    scopus 로고
    • For leading references to syntheses of pyrrolidinoindolines, see asymmetric catalytic routes: (a) Repka, L. M.; Ni, J.; Reisman, S. E. J. Am. Chem. Soc. 2010, 132, 14418.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 14418
    • Repka, L.M.1    Ni, J.2    Reisman, S.E.3
  • 12
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    • Notable noncatalytic routes
    • (i) Lee, T. B. K.; Wong, G. S. K. J. Org. Chem. 1991, 56, 872. Notable noncatalytic routes
    • (1991) J. Org. Chem. , vol.56 , pp. 872
    • Lee, T.B.K.1    Wong, G.S.K.2
  • 54
    • 33644952259 scopus 로고    scopus 로고
    • (c) See Supporting Information for chromatograms from chiral stationary phase GC separation of 11 and 15. For closely related reactions using spirophosphoramidites as ligands, see: (d) Shi, W.-J.; Zhang, Q.; Xie, J.-H.; Zhu, S.-F.; Hou, G.-H.; Zhou, Q.-L. J. Am. Chem. Soc. 2006, 128, 2780.
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 2780
    • Shi, W.-J.1    Zhang, Q.2    Xie, J.-H.3    Zhu, S.-F.4    Hou, G.-H.5    Zhou, Q.-L.6
  • 55
    • 63849154503 scopus 로고    scopus 로고
    • For recent reviews of asymmetric hydrovinylation, see: (e) RajanBabu, T. V. Synlett 2009, 853.
    • (2009) Synlett , pp. 853
    • Rajan Babu, T.V.1
  • 57
    • 0000554241 scopus 로고    scopus 로고
    • Cornils, B., Herrmann, W. A., Eds.; VCH: New York
    • (g) Jolly, P. W.; Wilke, G. In Applied Homogeneous Catalysis with Organometallic Compounds; Cornils, B., Herrmann, W. A., Eds.; VCH: New York, 1996; Vol. 2, pp 1024-1048. Hydrovinylation is one of the rare reactions where a premetallated C-nucleophile is not needed for a C-C bond formation. For a review of other similar reactions, see
    • (1996) Applied Homogeneous Catalysis with Organometallic Compounds , vol.2 , pp. 1024-1048
    • Jolly, P.W.1    Wilke, G.2
  • 59
    • 0037028545 scopus 로고    scopus 로고
    • For first use of phosphoramidites inHVreactions under our reaction conditions, see: (i) FranciFrancióo, G.; Faraone, F.; Leitner, W. J. Am. Chem. Soc. 2002, 124, 736.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 736
    • Franció, G.1    Faraone, F.2    Leitner, W.3
  • 66
    • 77951838398 scopus 로고    scopus 로고
    • For additional examples of enantioselective syntheses of of 3, 3-disubstituted oxindoles, see the following references and others cited therein:(a) Luan, X.; Wu, L.; Drinkel, E.; Mariz, R.; Gatti, M.; Dorta, R. Org. Lett. 2010, 12, 1912.
    • (2010) Org. Lett. , vol.12 , pp. 1912
    • Luan, X.1    Wu, L.2    Drinkel, E.3    Mariz, R.4    Gatti, M.5    Dorta, R.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.