메뉴 건너뛰기




Volumn 120, Issue 27, 1998, Pages 6690-6697

Silylcarbocyclizations of 1,6-diynes

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO COMPOUND; ORGANOSILICON DERIVATIVE;

EID: 0032528237     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja980907l     Document Type: Article
Times cited : (75)

References (55)
  • 1
    • 0000443799 scopus 로고
    • Trost, B. M. Ed.; Pergamon: Oxford
    • See, for example: (a) Negishi, E. In Comprehensive Organic Synthesis; Trost, B. M. Ed.; Pergamon: Oxford, 1991; Vol. 5, pp 1163-1184. (b) Schore, N. E. Chem. Rev. 1988, 88, 1081. (c) Tamao, K.; Kobayashi, K.; Ito, Y. Synlett 1992, 539. (d) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259. (e) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49. (f) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635. (f) Chatani, N.; Murai, S. Synlett 1996, 414.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 1163-1184
    • Negishi, E.1
  • 2
    • 33745402207 scopus 로고
    • See, for example: (a) Negishi, E. In Comprehensive Organic Synthesis; Trost, B. M. Ed.; Pergamon: Oxford, 1991; Vol. 5, pp 1163-1184. (b) Schore, N. E. Chem. Rev. 1988, 88, 1081. (c) Tamao, K.; Kobayashi, K.; Ito, Y. Synlett 1992, 539. (d) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259. (e) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49. (f) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635. (f) Chatani, N.; Murai, S. Synlett 1996, 414.
    • (1988) Chem. Rev. , vol.88 , pp. 1081
    • Schore, N.E.1
  • 3
    • 85022473307 scopus 로고
    • See, for example: (a) Negishi, E. In Comprehensive Organic Synthesis; Trost, B. M. Ed.; Pergamon: Oxford, 1991; Vol. 5, pp 1163-1184. (b) Schore, N. E. Chem. Rev. 1988, 88, 1081. (c) Tamao, K.; Kobayashi, K.; Ito, Y. Synlett 1992, 539. (d) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259. (e) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49. (f) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635. (f) Chatani, N.; Murai, S. Synlett 1996, 414.
    • (1992) Synlett , pp. 539
    • Tamao, K.1    Kobayashi, K.2    Ito, Y.3
  • 4
    • 33750309194 scopus 로고
    • See, for example: (a) Negishi, E. In Comprehensive Organic Synthesis; Trost, B. M. Ed.; Pergamon: Oxford, 1991; Vol. 5, pp 1163-1184. (b) Schore, N. E. Chem. Rev. 1988, 88, 1081. (c) Tamao, K.; Kobayashi, K.; Ito, Y. Synlett 1992, 539. (d) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259. (e) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49. (f) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635. (f) Chatani, N.; Murai, S. Synlett 1996, 414.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 259
    • Trost, B.M.1
  • 5
    • 0002110351 scopus 로고    scopus 로고
    • See, for example: (a) Negishi, E. In Comprehensive Organic Synthesis; Trost, B. M. Ed.; Pergamon: Oxford, 1991; Vol. 5, pp 1163-1184. (b) Schore, N. E. Chem. Rev. 1988, 88, 1081. (c) Tamao, K.; Kobayashi, K.; Ito, Y. Synlett 1992, 539. (d) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259. (e) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49. (f) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635. (f) Chatani, N.; Murai, S. Synlett 1996, 414.
    • (1996) Chem. Rev. , vol.96 , pp. 49
    • Lautens, M.1    Klute, W.2    Tam, W.3
  • 6
    • 0000463815 scopus 로고    scopus 로고
    • See, for example: (a) Negishi, E. In Comprehensive Organic Synthesis; Trost, B. M. Ed.; Pergamon: Oxford, 1991; Vol. 5, pp 1163-1184. (b) Schore, N. E. Chem. Rev. 1988, 88, 1081. (c) Tamao, K.; Kobayashi, K.; Ito, Y. Synlett 1992, 539. (d) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259. (e) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49. (f) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635. (f) Chatani, N.; Murai, S. Synlett 1996, 414.
    • (1996) Chem. Rev. , vol.96 , pp. 635
    • Ojima, I.1    Tzamarioudaki, M.2    Li, Z.3    Donovan, R.J.4
  • 7
    • 0001889722 scopus 로고    scopus 로고
    • See, for example: (a) Negishi, E. In Comprehensive Organic Synthesis; Trost, B. M. Ed.; Pergamon: Oxford, 1991; Vol. 5, pp 1163-1184. (b) Schore, N. E. Chem. Rev. 1988, 88, 1081. (c) Tamao, K.; Kobayashi, K.; Ito, Y. Synlett 1992, 539. (d) Trost, B. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 259. (e) Lautens, M.; Klute, W.; Tam, W. Chem. Rev. 1996, 96, 49. (f) Ojima, I.; Tzamarioudaki, M.; Li, Z.; Donovan, R. J. Chem. Rev. 1996, 96, 635. (f) Chatani, N.; Murai, S. Synlett 1996, 414.
    • (1996) Synlett , pp. 414
    • Chatani, N.1    Murai, S.2
  • 13
    • 0006134009 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 2332
    • Matsuda, I.1    Ogiso, A.2    Sato, S.3    Izumi, Y.4
  • 14
    • 0001362187 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 6120
    • Matsuda, I.1    Ogiso, A.2    Sato, S.3
  • 15
    • 0026329368 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 7431
    • Matsuda, I.1    Sakakibara, J.2    Nagashima, H.3
  • 16
    • 0026783398 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 5799
    • Matsuda, I.1    Sakakibara, J.2    Inoue, H.3    Nagashima, H.4
  • 17
    • 0002292161 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1993) Organometallics , vol.12 , pp. 11
    • Doyle, M.P.1    Shanklin, M.S.2
  • 18
    • 0001407995 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1994) Organometallics , vol.13 , pp. 1081
    • Doyle, M.P.1    Shanklin, M.S.2
  • 19
    • 0001330912 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 2059
    • Wright, M.E.1    Cochran, B.B.2
  • 20
    • 0001215314 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1994) Organometallics , vol.13 , pp. 1586
    • Zhou, J.Q.1    Alper, H.2
  • 21
    • 0000240806 scopus 로고
    • For contributions from other laboratories, see; (a) Matsuda, I.; Ogiso, A.; Sato, S.; Izumi, Y. J. Am. Chem. Soc. 1989, 111, 2332. (b) Matsuda, I.; Ogiso, A.; Sato, S. J. Am. Chem. Soc. 1990, 112, 6120. (c) Matsuda, I.; Sakakibara, J.; Nagashima, H. Tetrahedron Lett. 1991, 32, 7431. (d) Matsuda, I.; Sakakibara, J.; Inoue, H.; Nagashima, H. Tetrahedron Lett. 1992, 33, 5799. (e) Doyle, M. P.; Shanklin, M. S. Organometallics 1993, 12, 11. (f) Doyle, M. P.; Shanklin, M. S. Organometallics 1994, 13, 1081. (g) Wright, M. E.; Cochran, B. B. J. Am. Chem. Soc. 1993, 115, 2059. (h) Zhou, J. Q.; Alper, H. Organometallics 1994, 13, 1586. (i) Monteil, F.; Matsuda, I.; Alper, H. J. Am. Chem. Soc. 1995, 117, 4419.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 4419
    • Monteil, F.1    Matsuda, I.2    Alper, H.3
  • 29
    • 2642709496 scopus 로고    scopus 로고
    • note
    • 13C NMR data appeared to be consistent as well because of the unusually large chemical shift of C-1.
  • 30
    • 2642701172 scopus 로고    scopus 로고
    • For a preliminary communication, see ref 11a
    • For a preliminary communication, see ref 11a.
  • 34
    • 0002307453 scopus 로고
    • Beak, P., Ed.; Wiley: New York
    • Schore, N. In Organic Reactions; Beak, P., Ed.; Wiley: New York, 1991; pp 1-90.
    • (1991) Organic Reactions , pp. 1-90
    • Schore, N.1
  • 36
    • 0000042607 scopus 로고
    • and references therein
    • (a) Negishi, E. Pure Appl. Chem. 1993, 64, 323 and references therein.
    • (1993) Pure Appl. Chem. , vol.64 , pp. 323
    • Negishi, E.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.