메뉴 건너뛰기




Volumn , Issue 11, 2000, Pages 967-968

Chemo- and regio-selective synthesis of functionalized 3(2H)-furanones by the first cyclization reactions of 1,3-bis(trimethylsiloxy)buta-1,3-dienes with α-chlorocarboxylic acid chlorides

Author keywords

[No Author keywords available]

Indexed keywords

1,3 BUTADIENE DERIVATIVE; CARBOXYLIC ACID; FURANONE DERIVATIVE;

EID: 0034616851     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b001529f     Document Type: Article
Times cited : (43)

References (44)
  • 1
    • 0001237986 scopus 로고
    • L. F. Tietze and U. Beifuss, Angew. Chem., 1993, 105, 137; Angew. Chem., Int. Ed. Engl., 1993, 32, 131. For reviews of dianions, see: A. Maercker, Methoden Org. Chem. (Houben-Weyl) 4. Aufl., Bd. E19d, 1993, 448; C. M. Thompson and D. Green, Tetrahedron, 1991, 47, 4223; for 1,3-dicarbonyl dianions, see: L. Weiler, J. Am. Chem. Soc., 1970, 92, 6702; D. Seebach and V. Ehrig, Angew. Chem., 1974, 86, 446; Angew. Chem., Int. Ed. Engl., 1974, 13, 401.
    • (1993) Angew. Chem. , vol.105 , pp. 137
    • Tietze, L.F.1    Beifuss, U.2
  • 2
    • 33750173220 scopus 로고
    • L. F. Tietze and U. Beifuss, Angew. Chem., 1993, 105, 137; Angew. Chem., Int. Ed. Engl., 1993, 32, 131. For reviews of dianions, see: A. Maercker, Methoden Org. Chem. (Houben-Weyl) 4. Aufl., Bd. E19d, 1993, 448; C. M. Thompson and D. Green, Tetrahedron, 1991, 47, 4223; for 1,3-dicarbonyl dianions, see: L. Weiler, J. Am. Chem. Soc., 1970, 92, 6702; D. Seebach and V. Ehrig, Angew. Chem., 1974, 86, 446; Angew. Chem., Int. Ed. Engl., 1974, 13, 401.
    • (1993) Angew. Chem., Int. Ed. Engl. , vol.32 , pp. 131
  • 3
    • 0000144126 scopus 로고
    • 4. Aufl.
    • For reviews of dianions, see: A. Maercker, Methoden Org. Chem. (Houben-Weyl) 4. Aufl., Bd. E19d, 1993, 448;
    • (1993) Methoden Org. Chem. (Houben-Weyl) , vol.E19D , pp. 448
  • 4
    • 0025865630 scopus 로고
    • For reviews of dianions, see: A. Maercker, Methoden Org. Chem. (Houben-Weyl) 4. Aufl., Bd. E19d, 1993, 448; C. M. Thompson and D. Green, Tetrahedron, 1991, 47, 4223; for 1,3-dicarbonyl dianions, see: L. Weiler, J. Am. Chem. Soc., 1970, 92, 6702; D. Seebach and V. Ehrig, Angew. Chem., 1974, 86, 446; Angew. Chem., Int. Ed. Engl., 1974, 13, 401.
    • (1991) Tetrahedron , vol.47 , pp. 4223
    • Thompson, C.M.1    Green, D.2
  • 5
    • 0001019699 scopus 로고
    • For reviews of dianions, see: A. Maercker, Methoden Org. Chem. (Houben-Weyl) 4. Aufl., Bd. E19d, 1993, 448; C. M. Thompson and D. Green, Tetrahedron, 1991, 47, 4223; for 1,3-dicarbonyl dianions, see: L. Weiler, J. Am. Chem. Soc., 1970, 92, 6702; D. Seebach and V. Ehrig, Angew. Chem., 1974, 86, 446; Angew. Chem., Int. Ed. Engl., 1974, 13, 401.
    • (1970) J. Am. Chem. Soc. , vol.92 , pp. 6702
    • Weiler, L.1
  • 6
    • 0001214254 scopus 로고
    • For reviews of dianions, see: A. Maercker, Methoden Org. Chem. (Houben-Weyl) 4. Aufl., Bd. E19d, 1993, 448; C. M. Thompson and D. Green, Tetrahedron, 1991, 47, 4223; for 1,3-dicarbonyl dianions, see: L. Weiler, J. Am. Chem. Soc., 1970, 92, 6702; D. Seebach and V. Ehrig, Angew. Chem., 1974, 86, 446; Angew. Chem., Int. Ed. Engl., 1974, 13, 401.
    • (1974) Angew. Chem. , vol.86 , pp. 446
    • Seebach, D.1    Ehrig, V.2
  • 7
    • 84982343790 scopus 로고
    • For reviews of dianions, see: A. Maercker, Methoden Org. Chem. (Houben-Weyl) 4. Aufl., Bd. E19d, 1993, 448; C. M. Thompson and D. Green, Tetrahedron, 1991, 47, 4223; for 1,3-dicarbonyl dianions, see: L. Weiler, J. Am. Chem. Soc., 1970, 92, 6702; D. Seebach and V. Ehrig, Angew. Chem., 1974, 86, 446; Angew. Chem., Int. Ed. Engl., 1974, 13, 401.
    • (1974) Angew. Chem., Int. Ed. Engl. , vol.13 , pp. 401
  • 8
    • 0001371646 scopus 로고
    • K. G. Bilyard, P. J. Garratt, R. Hunter and E. Lete, J. Org. Chem., 1982, 47, 4731; R. B. Bates, B. Gordon, T. K. Highsmith and J. J. White, J. Org. Chem., 1984, 49, 2981; K. Tanaka, H. Horiuchi and H. Yoda, J. Org. Chem., 1989, 54, 63; A. Maercker and A. Groos, Angew. Chem., 1996, 108, 216; Angew. Chem., Int. Ed. Engl., 1996, 35, 210.
    • (1982) J. Org. Chem. , vol.47 , pp. 4731
    • Bilyard, K.G.1    Garratt, P.J.2    Hunter, R.3    Lete, E.4
  • 9
    • 0000996928 scopus 로고
    • K. G. Bilyard, P. J. Garratt, R. Hunter and E. Lete, J. Org. Chem., 1982, 47, 4731; R. B. Bates, B. Gordon, T. K. Highsmith and J. J. White, J. Org. Chem., 1984, 49, 2981; K. Tanaka, H. Horiuchi and H. Yoda, J. Org. Chem., 1989, 54, 63; A. Maercker and A. Groos, Angew. Chem., 1996, 108, 216; Angew. Chem., Int. Ed. Engl., 1996, 35, 210.
    • (1984) J. Org. Chem. , vol.49 , pp. 2981
    • Bates, R.B.1    Gordon, B.2    Highsmith, T.K.3    White, J.J.4
  • 10
    • 0002793868 scopus 로고
    • K. G. Bilyard, P. J. Garratt, R. Hunter and E. Lete, J. Org. Chem., 1982, 47, 4731; R. B. Bates, B. Gordon, T. K. Highsmith and J. J. White, J. Org. Chem., 1984, 49, 2981; K. Tanaka, H. Horiuchi and H. Yoda, J. Org. Chem., 1989, 54, 63; A. Maercker and A. Groos, Angew. Chem., 1996, 108, 216; Angew. Chem., Int. Ed. Engl., 1996, 35, 210.
    • (1989) J. Org. Chem. , vol.54 , pp. 63
    • Tanaka, K.1    Horiuchi, H.2    Yoda, H.3
  • 11
    • 0001274564 scopus 로고    scopus 로고
    • K. G. Bilyard, P. J. Garratt, R. Hunter and E. Lete, J. Org. Chem., 1982, 47, 4731; R. B. Bates, B. Gordon, T. K. Highsmith and J. J. White, J. Org. Chem., 1984, 49, 2981; K. Tanaka, H. Horiuchi and H. Yoda, J. Org. Chem., 1989, 54, 63; A. Maercker and A. Groos, Angew. Chem., 1996, 108, 216; Angew. Chem., Int. Ed. Engl., 1996, 35, 210.
    • (1996) Angew. Chem. , vol.108 , pp. 216
    • Maercker, A.1    Groos, A.2
  • 12
    • 33748244647 scopus 로고    scopus 로고
    • K. G. Bilyard, P. J. Garratt, R. Hunter and E. Lete, J. Org. Chem., 1982, 47, 4731; R. B. Bates, B. Gordon, T. K. Highsmith and J. J. White, J. Org. Chem., 1984, 49, 2981; K. Tanaka, H. Horiuchi and H. Yoda, J. Org. Chem., 1989, 54, 63; A. Maercker and A. Groos, Angew. Chem., 1996, 108, 216; Angew. Chem., Int. Ed. Engl., 1996, 35, 210.
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 210
  • 13
    • 0001573936 scopus 로고    scopus 로고
    • P. Langer and M. Stoll, Angew. Chem., 1999, 111, 1919; Angew. Chem., Int. Ed., 1999, 38, 1803; P. Langer, T. Schneider and M. Stoll, Chem. Eur. J., 2000, in press.
    • (1999) Angew. Chem. , vol.111 , pp. 1919
    • Langer, P.1    Stoll, M.2
  • 14
    • 0033553820 scopus 로고    scopus 로고
    • P. Langer and M. Stoll, Angew. Chem., 1999, 111, 1919; Angew. Chem., Int. Ed., 1999, 38, 1803; P. Langer, T. Schneider and M. Stoll, Chem. Eur. J., 2000, in press.
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 1803
  • 15
    • 0343867909 scopus 로고    scopus 로고
    • in press
    • P. Langer and M. Stoll, Angew. Chem., 1999, 111, 1919; Angew. Chem., Int. Ed., 1999, 38, 1803; P. Langer, T. Schneider and M. Stoll, Chem. Eur. J., 2000, in press.
    • (2000) Chem. Eur. J.
    • Langer, P.1    Schneider, T.2    Stoll, M.3
  • 16
    • 85045721540 scopus 로고    scopus 로고
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • (1998) Synlett , pp. 396
    • Langer, P.1    During, M.2
  • 17
    • 0001250164 scopus 로고    scopus 로고
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • (1998) Synlett , pp. 399
    • Langer, P.1    Döring, M.2
  • 18
    • 0001435342 scopus 로고    scopus 로고
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • (1998) Eur. J. Org. Chem. , pp. 1467
    • Langer, P.1    Wuckelt, J.2    Döring, M.3    Beckert, R.4
  • 19
    • 0039107060 scopus 로고    scopus 로고
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • (1999) Synlett , pp. 135
    • Langer, P.1    Döring, M.2    Seyferth, D.3
  • 20
    • 0040291070 scopus 로고    scopus 로고
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • (1999) Chem. Commun. , pp. 2439
    • Langer, P.1    Döring, M.2
  • 21
    • 0343867912 scopus 로고    scopus 로고
    • in press
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • J. Org. Chem.
    • Langer, P.1    Wuckelt, J.2    Döring, M.3    Görls, H.4
  • 22
    • 0034029616 scopus 로고    scopus 로고
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • (2000) Synlett , pp. 501
    • Langer, P.1    Freifeld, I.2    Holtz, E.3
  • 23
    • 0034111188 scopus 로고    scopus 로고
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • (2000) Synlett , pp. 497
    • Langer, P.1    Schneider, T.2
  • 24
    • 0343432177 scopus 로고    scopus 로고
    • in press
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • Synlett
    • Langer, P.1    Karimé, I.2
  • 25
    • 0343432176 scopus 로고    scopus 로고
    • in press
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • Tetrahedron Lett.
    • Langer, P.1    Kracke, B.2
  • 26
    • 0343867910 scopus 로고    scopus 로고
    • in press
    • For other cyclization and domino reactions of dianion synthons from our laboratory, see: P. Langer and M. During, Synlett, 1998, 396; P. Langer and M. Döring, Synlett, 1998, 399; P. Langer, J. Wuckelt, M. Döring and R. Beckert, Eur. J. Org. Chem., 1998, 1467; P. Langer, M. Döring and D. Seyferth, Synlett, 1999, 135; P. Langer and M. Döring, Chem. Commun., 1999, 2439; P. Langer, J. Wuckelt, M. Döring and H. Görls, J. Org. Chem., in press; P. Langer, I. Freifeld and E. Holtz, Synlett, 2000, 501; P. Langer and T. Schneider, Synlett, 2000, 497; P. Langer and I. Karimé, Synlett, in press; P. Langer and B. Kracke, Tetrahedron Lett., in press; P. Langer and E. Holtz, Angew. Chem., in press.
    • Angew. Chem.
    • Langer, P.1    Holtz, E.2
  • 42
    • 0345521082 scopus 로고
    • A. Nahrstedt, J. Rockenbach and V. Wray, Phytochemistry, 1995, 39, 375; F. Mayerl, R. Näf and A. F. Tomas, Phytochemistry, 1989, 28, 631.
    • (1989) Phytochemistry , vol.28 , pp. 631
    • Mayerl, F.1    Näf, R.2    Tomas, A.F.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.