메뉴 건너뛰기




Volumn , Issue 3, 2000, Pages 527-538

Anionic cyclizations of pentynones and hexynones: Access to furan and pyran derivatives

Author keywords

4H Pyrans; Addition reaction; Dihydropyran 2 ylidenes; Furans; Ring closure

Indexed keywords

ANION; FURAN DERIVATIVE; KETONE; PYRAN DERIVATIVE;

EID: 0033964692     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1099-0690(200002)2000:3<527::aid-ejoc527>3.0.co;2-n     Document Type: Article
Times cited : (17)

References (49)
  • 1
    • 84943380362 scopus 로고    scopus 로고
    • Eds.: A. R. Katritzky, C. W. Rees, Pergamon Press, Oxford
    • Reviews on five-membered oxacycles: D. M. X. Donnelly, M. J. Meegan, in Comprehensive Heterocyclic Chemistry (Eds.: A. R. Katritzky, C. W. Rees), Pergamon Press, Oxford, 1984, Vol. 4, p. 657-712; W. Friedrichsen in Comprehensive Heterocyclic Chemistry II (Eds.: A. R. Katritzky, C. W. Rees, E. F. V. Scriven), Vol. 2, Elsevier Science Ltd., Oxford, 1996, p. 351f.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.4 , pp. 657-712
    • Donnelly, D.M.X.1    Meegan, M.J.2
  • 2
    • 84943380362 scopus 로고    scopus 로고
    • Eds.: A. R. Katritzky, C. W. Rees, E. F. V. Scriven, Elsevier Science Ltd., Oxford
    • Reviews on five-membered oxacycles: D. M. X. Donnelly, M. J. Meegan, in Comprehensive Heterocyclic Chemistry (Eds.: A. R. Katritzky, C. W. Rees), Pergamon Press, Oxford, 1984, Vol. 4, p. 657-712; W. Friedrichsen in Comprehensive Heterocyclic Chemistry II (Eds.: A. R. Katritzky, C. W. Rees, E. F. V. Scriven), Vol. 2, Elsevier Science Ltd., Oxford, 1996, p. 351f.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.2
    • Friedrichsen, W.1
  • 4
    • 84944078012 scopus 로고    scopus 로고
    • Eds.: A. R. Katritzky, C. W. Rees, E. F. V. Scriven, Elsevier Science Ltd., Oxford
    • Reviews on six-membered oxacycles: J. D. Hepworth, C. D. Gabutt, B. M. Heron, in Comprehensive Heterocyclic Chemistry II (Eds.: A. R. Katritzky, C. W. Rees, E. F. V. Scriven), Vol. 5, Elsevier Science Ltd., Oxford, 1996, p. 351f; J. Kuthan, P. Sebek, S. Böhm, Adv. Heterocycl. Chem. 1995, 62, 19-135.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.5
    • Hepworth, J.D.1    Gabutt, C.D.2    Heron, B.M.3
  • 5
    • 0003130357 scopus 로고
    • Reviews on six-membered oxacycles: J. D. Hepworth, C. D. Gabutt, B. M. Heron, in Comprehensive Heterocyclic Chemistry II (Eds.: A. R. Katritzky, C. W. Rees, E. F. V. Scriven), Vol. 5, Elsevier Science Ltd., Oxford, 1996, p. 351f; J. Kuthan, P. Sebek, S. Böhm, Adv. Heterocycl. Chem. 1995, 62, 19-135.
    • (1995) Adv. Heterocycl. Chem. , vol.62 , pp. 19-135
    • Kuthan, J.1    Sebek, P.2    Böhm, S.3
  • 8
    • 0343262004 scopus 로고
    • Eds.: B. M. Trost, I. Fleming, Pergamon Press Ltd., Oxford
    • A. Padwa in Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming), Pergamon Press Ltd., Oxford, 1991, Vol. 4, p. 1096-1109; P. A. Wade, p. 1111-1168.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 1096-1109
    • Padwa, A.1
  • 9
    • 0342827204 scopus 로고    scopus 로고
    • P. A. Wade, p. 1111-1168
    • A. Padwa in Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming), Pergamon Press Ltd., Oxford, 1991, Vol. 4, p. 1096-1109; P. A. Wade, p. 1111-1168.
  • 10
    • 0000730407 scopus 로고
    • Eds.: B. M. Trost, I. Fleming, Pergamon Press Ltd., Oxford
    • S. M. Weinreb in Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming), Pergamon Press Ltd., Oxford, 1991, Vol. 5, p. 401-449; D. L. Boger, p. 451-512.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 401-449
    • Weinreb, S.M.1
  • 11
    • 0343697700 scopus 로고    scopus 로고
    • D. L. Boger, p. 451-512
    • S. M. Weinreb in Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming), Pergamon Press Ltd., Oxford, 1991, Vol. 5, p. 401-449; D. L. Boger, p. 451-512.
  • 16
    • 0342827202 scopus 로고
    • K. E. Schulte, J. Reisch, K. H. Kauder, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1962, 295, 801-811; K. E. Schulte, J. Reisch, G. L.Tittel, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 457-468; J. Reisch, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 798-805; J. B. Bicking, J. H. Jones, W. J. Holtz, C. M. Robb, F. A. Kuehl, D. H. Minsker, E. J. Cragoe, J. Med. Chem. 1978, 21, 1011-1018; S. Cook, D. Henerson, K. A. Richardson, R. J. K. Taylor, J. Saunders, P. G. Strange, J. Chem. Soc., Perkin Trans 1 1987, 1825-1831; J. Barluenga, M. Tomás, A. Suárez-Sobrino, Synlett 1990, 673-674.
    • (1962) Arch. Pharm. Ber. Dtsch. Pharm. Ges. , vol.295 , pp. 801-811
    • Schulte, K.E.1    Reisch, J.2    Kauder, K.H.3
  • 17
    • 0013912250 scopus 로고
    • K. E. Schulte, J. Reisch, K. H. Kauder, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1962, 295, 801-811; K. E. Schulte, J. Reisch, G. L.Tittel, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 457-468; J. Reisch, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 798-805; J. B. Bicking, J. H. Jones, W. J. Holtz, C. M. Robb, F. A. Kuehl, D. H. Minsker, E. J. Cragoe, J. Med. Chem. 1978, 21, 1011-1018; S. Cook, D. Henerson, K. A. Richardson, R. J. K. Taylor, J. Saunders, P. G. Strange, J. Chem. Soc., Perkin Trans 1 1987, 1825-1831; J. Barluenga, M. Tomás, A. Suárez-Sobrino, Synlett 1990, 673-674.
    • (1966) Arch. Pharm. Ber. Dtsch. Pharm. Ges. , vol.299 , pp. 457-468
    • Schulte, K.E.1    Reisch, J.2    Tittel, G.L.3
  • 18
    • 0013948161 scopus 로고
    • K. E. Schulte, J. Reisch, K. H. Kauder, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1962, 295, 801-811; K. E. Schulte, J. Reisch, G. L.Tittel, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 457-468; J. Reisch, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 798-805; J. B. Bicking, J. H. Jones, W. J. Holtz, C. M. Robb, F. A. Kuehl, D. H. Minsker, E. J. Cragoe, J. Med. Chem. 1978, 21, 1011-1018; S. Cook, D. Henerson, K. A. Richardson, R. J. K. Taylor, J. Saunders, P. G. Strange, J. Chem. Soc., Perkin Trans 1 1987, 1825-1831; J. Barluenga, M. Tomás, A. Suárez-Sobrino, Synlett 1990, 673-674.
    • (1966) Arch. Pharm. Ber. Dtsch. Pharm. Ges. , vol.299 , pp. 798-805
    • Reisch, J.1
  • 19
    • 0018092231 scopus 로고
    • K. E. Schulte, J. Reisch, K. H. Kauder, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1962, 295, 801-811; K. E. Schulte, J. Reisch, G. L.Tittel, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 457-468; J. Reisch, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 798-805; J. B. Bicking, J. H. Jones, W. J. Holtz, C. M. Robb, F. A. Kuehl, D. H. Minsker, E. J. Cragoe, J. Med. Chem. 1978, 21, 1011-1018; S. Cook, D. Henerson, K. A. Richardson, R. J. K. Taylor, J. Saunders, P. G. Strange, J. Chem. Soc., Perkin Trans 1 1987, 1825-1831; J. Barluenga, M. Tomás, A. Suárez-Sobrino, Synlett 1990, 673-674.
    • (1978) J. Med. Chem. , vol.21 , pp. 1011-1018
    • Bicking, J.B.1    Jones, J.H.2    Holtz, W.J.3    Robb, C.M.4    Kuehl, F.A.5    Minsker, D.H.6    Cragoe, E.J.7
  • 20
    • 37049086949 scopus 로고
    • K. E. Schulte, J. Reisch, K. H. Kauder, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1962, 295, 801-811; K. E. Schulte, J. Reisch, G. L.Tittel, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 457-468; J. Reisch, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 798-805; J. B. Bicking, J. H. Jones, W. J. Holtz, C. M. Robb, F. A. Kuehl, D. H. Minsker, E. J. Cragoe, J. Med. Chem. 1978, 21, 1011-1018; S. Cook, D. Henerson, K. A. Richardson, R. J. K. Taylor, J. Saunders, P. G. Strange, J. Chem. Soc., Perkin Trans 1 1987, 1825-1831; J. Barluenga, M. Tomás, A. Suárez-Sobrino, Synlett 1990, 673-674.
    • (1987) J. Chem. Soc., Perkin Trans 1 , pp. 1825-1831
    • Cook, S.1    Henerson, D.2    Richardson, K.A.3    Taylor, R.J.K.4    Saunders, J.5    Strange, P.G.6
  • 21
    • 0002198694 scopus 로고
    • K. E. Schulte, J. Reisch, K. H. Kauder, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1962, 295, 801-811; K. E. Schulte, J. Reisch, G. L.Tittel, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 457-468; J. Reisch, Arch. Pharm. Ber. Dtsch. Pharm. Ges. 1966, 299, 798-805; J. B. Bicking, J. H. Jones, W. J. Holtz, C. M. Robb, F. A. Kuehl, D. H. Minsker, E. J. Cragoe, J. Med. Chem. 1978, 21, 1011-1018; S. Cook, D. Henerson, K. A. Richardson, R. J. K. Taylor, J. Saunders, P. G. Strange, J. Chem. Soc., Perkin Trans 1 1987, 1825-1831; J. Barluenga, M. Tomás, A. Suárez-Sobrino, Synlett 1990, 673-674.
    • (1990) Synlett , pp. 673-674
    • Barluenga, J.1    Tomás, M.2    Suárez-Sobrino, A.3
  • 23
    • 0030843118 scopus 로고    scopus 로고
    • A. Arcadi, S. Cacchi, R. C. Larock, F. Marinelli, Tetrahedron Lett. 1993, 34, 2813-2816; S. Cacchi, G. Fabrizi, L. Moro, J. Org. Chem. 1997, 62, 5327-5332.
    • (1997) J. Org. Chem. , vol.62 , pp. 5327-5332
    • Cacchi, S.1    Fabrizi, G.2    Moro, L.3
  • 35
    • 0342827160 scopus 로고    scopus 로고
    • part of the forthcoming dissertation, University of Freiburg
    • T. Nicola, part of the forthcoming dissertation, University of Freiburg.
    • Nicola, T.1
  • 36
    • 0343261972 scopus 로고    scopus 로고
    • part of the dissertation, University of Freiburg
    • R. Vieser, part of the dissertation, University of Freiburg, 1998.
    • Vieser, R.1
  • 39
    • 0343697673 scopus 로고    scopus 로고
    • unpublished results
    • [23a] Trapping experiments with methyl chloroformate or propargyl bromide gave derivatives of furan 10 which were mono-and disubstituted in the side chain (R. Vieser, W. Eberbach, unpublished results).
    • Vieser, R.1    Eberbach, W.2
  • 40
    • 85088084005 scopus 로고    scopus 로고
    • note
    • [13,18c] however, in those examples the α-position of the triple bond was substituted by a phenyl group.
  • 42
    • 85088085417 scopus 로고    scopus 로고
    • note
    • [16a]
  • 43
    • 85088083380 scopus 로고    scopus 로고
    • note
    • [27]
  • 45
    • 0039144269 scopus 로고
    • For some examples, see J. O. Madsen, S. O. Lawesson, Tetrahedron 1968, 24, 3369-3379; T. Delair, A. Doutheau, J. Goré, Bull. Soc. Chim. Fr. 1988, 125-131; S. Mohammed, J. M. Mellor, Tetrahedron 1993, 49, 7567-7578.
    • (1968) Tetrahedron , vol.24 , pp. 3369-3379
    • Madsen, J.O.1    Lawesson, S.O.2
  • 46
    • 0039144269 scopus 로고
    • For some examples, see J. O. Madsen, S. O. Lawesson, Tetrahedron 1968, 24, 3369-3379; T. Delair, A. Doutheau, J. Goré, Bull. Soc. Chim. Fr. 1988, 125-131; S. Mohammed, J. M. Mellor, Tetrahedron 1993, 49, 7567-7578.
    • (1988) Bull. Soc. Chim. Fr. , pp. 125-131
    • Delair, T.1    Doutheau, A.2    Goré, J.3
  • 47
    • 0027182065 scopus 로고
    • For some examples, see J. O. Madsen, S. O. Lawesson, Tetrahedron 1968, 24, 3369-3379; T. Delair, A. Doutheau, J. Goré, Bull. Soc. Chim. Fr. 1988, 125-131; S. Mohammed, J. M. Mellor, Tetrahedron 1993, 49, 7567-7578.
    • (1993) Tetrahedron , vol.49 , pp. 7567-7578
    • Mohammed, S.1    Mellor, J.M.2
  • 49
    • 85088085858 scopus 로고    scopus 로고
    • [2] p. 141
    • [2] p. 141.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.