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Volumn 69, Issue 12, 2004, Pages 4272-4275

Palladium-catalyzed conversion of β,γ-unsaturated silyl sulfinates into (E)-alkenes: Asymmetric synthesis of polypropionate fragments

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; ISOMERS; PALLADIUM; QUENCHING; SILANES; STEREOCHEMISTRY;

EID: 2942560553     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0357622     Document Type: Article
Times cited : (24)

References (27)
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    • (1978) J. Org. Chem. , vol.43 , pp. 3433
    • Rock, W.L.1    Nugent, R.M.2
  • 4
    • 0008184668 scopus 로고
    • Rock, W. L.; Nugent, R. M. J. Org. Chem. 1978, 43, 3433. Gariginate, R. S.; Morton, J. A.; Weinreb, S. M. Tetrahedron Lett. 1983, 24, 987. Corey, E. J. ; Engler, T. A. Tetrahedron Lett. 1984, 25, 149. Baudin, J. B.; Julia, S. Bull. Soc. Chim. Fr. 1995, 132, 196.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 987
    • Gariginate, R.S.1    Morton, J.A.2    Weinreb, S.M.3
  • 5
    • 0000365028 scopus 로고
    • Rock, W. L.; Nugent, R. M. J. Org. Chem. 1978, 43, 3433. Gariginate, R. S.; Morton, J. A.; Weinreb, S. M. Tetrahedron Lett. 1983, 24, 987. Corey, E. J. ; Engler, T. A. Tetrahedron Lett. 1984, 25, 149. Baudin, J. B.; Julia, S. Bull. Soc. Chim. Fr. 1995, 132, 196.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 149
    • Corey, E.J.1    Engler, T.A.2
  • 6
    • 0001291034 scopus 로고
    • Rock, W. L.; Nugent, R. M. J. Org. Chem. 1978, 43, 3433. Gariginate, R. S.; Morton, J. A.; Weinreb, S. M. Tetrahedron Lett. 1983, 24, 987. Corey, E. J. ; Engler, T. A. Tetrahedron Lett. 1984, 25, 149. Baudin, J. B.; Julia, S. Bull. Soc. Chim. Fr. 1995, 132, 196.
    • (1995) Bull. Soc. Chim. Fr. , vol.132 , pp. 196
    • Baudin, J.B.1    Julia, S.2
  • 12
    • 2942613141 scopus 로고    scopus 로고
    • Eur. Pat. Appl. No. 03003611.5, 2003
    • Vogel, P.; Bouchez, L. C.; Dubbaka, S. R.; Turks, M. Eur. Pat. Appl. No. 03003611.5, 2003. Bouchez, L. C.; Dubbaka, S. R.; Turks, M.; Vogel, P. Abstracts of Papers. 226th ACS National Meeting; Sep 7-11, 2003, New York; American Chemical Society: Washington, DC, 2003; ORGN-301.
    • Vogel, P.1    Bouchez, L.C.2    Dubbaka, S.R.3    Turks, M.4
  • 15
    • 0003441482 scopus 로고
    • Wiley: Chichester
    • Enoxysilanes are known to undergo the silicon/palladium exchange under smooth conditions: Tsuji, J. Palladium Reagents and Catalysts, Innovations in Organic Synthesis; Wiley: Chichester, 1995; pp 351-353. Tsuji, J.; Minami, I. Acc. Chem. Res. 1987, 20, 140. Tsuji, J. Tetrahedron 1996, 42, 4361.
    • (1995) Palladium Reagents and Catalysts, Innovations in Organic Synthesis , pp. 351-353
    • Tsuji, J.1
  • 16
    • 0000931564 scopus 로고
    • Enoxysilanes are known to undergo the silicon/palladium exchange under smooth conditions: Tsuji, J. Palladium Reagents and Catalysts, Innovations in Organic Synthesis; Wiley: Chichester, 1995; pp 351-353. Tsuji, J.; Minami, I. Acc. Chem. Res. 1987, 20, 140. Tsuji, J. Tetrahedron 1996, 42, 4361.
    • (1987) Acc. Chem. Res. , vol.20 , pp. 140
    • Tsuji, J.1    Minami, I.2
  • 17
    • 0346602829 scopus 로고    scopus 로고
    • Enoxysilanes are known to undergo the silicon/palladium exchange under smooth conditions: Tsuji, J. Palladium Reagents and Catalysts, Innovations in Organic Synthesis; Wiley: Chichester, 1995; pp 351-353. Tsuji, J.; Minami, I. Acc. Chem. Res. 1987, 20, 140. Tsuji, J. Tetrahedron 1996, 42, 4361.
    • (1996) Tetrahedron , vol.42 , pp. 4361
    • Tsuji, J.1
  • 23
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    • note
    • This reaction was made by Megevand in our group. It was reported in her thesis that under acidic conditions no product resulting from retro-ene reaction was obtained. Only decomposition occurred: Megevand, S. Etudes sur l'obtention de fragments polypropionates. Travail de doctorat, Université de Lausanne, 2001, p 73.
  • 25
    • 0029080936 scopus 로고
    • De Arevedo, M. B. M.; Greene, A. E. J. Org. Chem. 1995, 60, 4940. Nebois, P.; Greene, A. E. J. Org. Chem. 1996, 61, 5210. Kanazawa, A.; Delair, P.; Pourashraf, M.; Greene, A. E. J. Org. Chem. Soc., Perkin Trans. 1 1997, 1911.
    • (1995) J. Org. Chem. , vol.60 , pp. 4940
    • De Arevedo, M.B.M.1    Greene, A.E.2
  • 26
    • 0029766109 scopus 로고    scopus 로고
    • De Arevedo, M. B. M.; Greene, A. E. J. Org. Chem. 1995, 60, 4940. Nebois, P.; Greene, A. E. J. Org. Chem. 1996, 61, 5210. Kanazawa, A.; Delair, P.; Pourashraf, M.; Greene, A. E. J. Org. Chem. Soc., Perkin Trans. 1 1997, 1911.
    • (1996) J. Org. Chem. , vol.61 , pp. 5210
    • Nebois, P.1    Greene, A.E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.