메뉴 건너뛰기




Volumn 71, Issue 2, 1998, Pages 475-482

Preparations of Furans from α-Bromo Ketones and Enol Ethers Catalyzed by a Rhenium(I) Nitrogen Complex

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0006668321     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.71.475     Document Type: Article
Times cited : (21)

References (52)
  • 2
    • 0007072448 scopus 로고
    • ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford
    • B. Giese, "Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds," Pergamon, Oxford (1986), p. 73; D. P. Curran, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 4, p. 758.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 758
    • Curran, D.P.1
  • 4
    • 0343884916 scopus 로고
    • D. L. Clive and D. R. Cheshire, J. Chem. Soc., Chem. Commun., 1987, 1520; D. L. Clive, Pure Appl. Chem., 60, 1645 (1988).
    • (1988) Pure Appl. Chem. , vol.60 , pp. 1645
    • Clive, D.L.1
  • 7
    • 0001428657 scopus 로고
    • ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford and references cited there in
    • D. P. Curran, "Comprehensive Organic Synthesis," ed by B. M. Trost and I. Fleming, Pergamon Press, Oxford (1991), Vol. 4, p. 762, and references cited there in.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 762
    • Curran, D.P.1
  • 11
    • 0029869740 scopus 로고    scopus 로고
    • B. B. Snider and E. Y. Kiselgof, Tetrahedron, 52, 6073 (1996); B. M. Cole, L. Han, and B. B. Snider, J. Org. Chem., 61, 7832 (1996).
    • (1996) Tetrahedron , vol.52 , pp. 6073
    • Snider, B.B.1    Kiselgof, E.Y.2
  • 12
    • 0343513998 scopus 로고    scopus 로고
    • B. B. Snider and E. Y. Kiselgof, Tetrahedron, 52, 6073 (1996); B. M. Cole, L. Han, and B. B. Snider, J. Org. Chem., 61, 7832 (1996).
    • (1996) J. Org. Chem. , vol.61 , pp. 7832
    • Cole, B.M.1    Han, L.2    Snider, B.B.3
  • 15
    • 0009871050 scopus 로고
    • Intramolecular ene-halogenocyclization of α-iodocarbonyl compounds catalyzed by tetrakis(triphenylphosphine)palladium was already reported, however, the reaction mechanism was not clear. M. Mori, I. Oda, and Y. Ban, Tetrahedron Lett., 23, 5315 (1982); M. Mori, Y. Kubo, and Y. Ban, Tetrahedron Lett., 26, 1519 (1985); M. Mori, N. Kanda, I. Oda, and Y. Ban, Tetrahedron, 41, 5465 (1985); M. Mori, N. Kanda, and Y. Ban, J. Chem. Soc., Chem. Commun., 1986, 1375; M. Mori, N. Kanda, Y. Ban, and K. Aoe, J. Chem. Soc., Chem. Commun., 1988, 12.
    • (1982) Tetrahedron Lett. , vol.23 , pp. 5315
    • Mori, M.1    Oda, I.2    Ban, Y.3
  • 16
    • 0842266253 scopus 로고
    • Intramolecular ene-halogenocyclization of α-iodocarbonyl compounds catalyzed by tetrakis(triphenylphosphine)palladium was already reported, however, the reaction mechanism was not clear. M. Mori, I. Oda, and Y. Ban, Tetrahedron Lett., 23, 5315 (1982); M. Mori, Y. Kubo, and Y. Ban, Tetrahedron Lett., 26, 1519 (1985); M. Mori, N. Kanda, I. Oda, and Y. Ban, Tetrahedron, 41, 5465 (1985); M. Mori, N. Kanda, and Y. Ban, J. Chem. Soc., Chem. Commun., 1986, 1375; M. Mori, N. Kanda, Y. Ban, and K. Aoe, J. Chem. Soc., Chem. Commun., 1988, 12.
    • (1985) Tetrahedron Lett. , vol.26 , pp. 1519
    • Mori, M.1    Kubo, Y.2    Ban, Y.3
  • 17
    • 0000404124 scopus 로고
    • Intramolecular ene-halogenocyclization of α-iodocarbonyl compounds catalyzed by tetrakis(triphenylphosphine)palladium was already reported, however, the reaction mechanism was not clear. M. Mori, I. Oda, and Y. Ban, Tetrahedron Lett., 23, 5315 (1982); M. Mori, Y. Kubo, and Y. Ban, Tetrahedron Lett., 26, 1519 (1985); M. Mori, N. Kanda, I. Oda, and Y. Ban, Tetrahedron, 41, 5465 (1985); M. Mori, N. Kanda, and Y. Ban, J. Chem. Soc., Chem. Commun., 1986, 1375; M. Mori, N. Kanda, Y. Ban, and K. Aoe, J. Chem. Soc., Chem. Commun., 1988, 12.
    • (1985) Tetrahedron , vol.41 , pp. 5465
    • Mori, M.1    Kanda, N.2    Oda, I.3    Ban, Y.4
  • 18
    • 0022869725 scopus 로고    scopus 로고
    • Intramolecular ene-halogenocyclization of α-iodocarbonyl compounds catalyzed by tetrakis(triphenylphosphine)palladium was already reported, however, the reaction mechanism was not clear. M. Mori, I. Oda, and Y. Ban, Tetrahedron Lett., 23, 5315 (1982); M. Mori, Y. Kubo, and Y. Ban, Tetrahedron Lett., 26, 1519 (1985); M. Mori, N. Kanda, I. Oda, and Y. Ban, Tetrahedron, 41, 5465 (1985); M. Mori, N. Kanda, and Y. Ban, J. Chem. Soc., Chem. Commun., 1986, 1375; M. Mori, N. Kanda, Y. Ban, and K. Aoe, J. Chem. Soc., Chem. Commun., 1988, 12.
    • J. Chem. Soc., Chem. Commun. , vol.1986 , pp. 1375
    • Mori, M.1    Kanda, N.2    Ban, Y.3
  • 19
    • 0842309494 scopus 로고    scopus 로고
    • Intramolecular ene-halogenocyclization of α-iodocarbonyl compounds catalyzed by tetrakis(triphenylphosphine)palladium was already reported, however, the reaction mechanism was not clear. M. Mori, I. Oda, and Y. Ban, Tetrahedron Lett., 23, 5315 (1982); M. Mori, Y. Kubo, and Y. Ban, Tetrahedron Lett., 26, 1519 (1985); M. Mori, N. Kanda, I. Oda, and Y. Ban, Tetrahedron, 41, 5465 (1985); M. Mori, N. Kanda, and Y. Ban, J. Chem. Soc., Chem. Commun., 1986, 1375; M. Mori, N. Kanda, Y. Ban, and K. Aoe, J. Chem. Soc., Chem. Commun., 1988, 12.
    • J. Chem. Soc., Chem. Commun. , vol.1988 , pp. 12
    • Mori, M.1    Kanda, N.2    Ban, Y.3    Aoe, K.4
  • 20
    • 0001533265 scopus 로고
    • S. Murai, N. Sonoda, and S. Tsutsumi, J. Org. Chem., 29, 2104 (1964); Y. Mori and J. Tsuji, Tetrahedron, 28, 29 (1972); Y. Mori and J. Tsuji, Tetrahedron, 29, 827 (1973).
    • (1964) J. Org. Chem. , vol.29 , pp. 2104
    • Murai, S.1    Sonoda, N.2    Tsutsumi, S.3
  • 21
    • 0002530238 scopus 로고
    • S. Murai, N. Sonoda, and S. Tsutsumi, J. Org. Chem., 29, 2104 (1964); Y. Mori and J. Tsuji, Tetrahedron, 28, 29 (1972); Y. Mori and J. Tsuji, Tetrahedron, 29, 827 (1973).
    • (1972) Tetrahedron , vol.28 , pp. 29
    • Mori, Y.1    Tsuji, J.2
  • 22
    • 0010427109 scopus 로고
    • S. Murai, N. Sonoda, and S. Tsutsumi, J. Org. Chem., 29, 2104 (1964); Y. Mori and J. Tsuji, Tetrahedron, 28, 29 (1972); Y. Mori and J. Tsuji, Tetrahedron, 29, 827 (1973).
    • (1973) Tetrahedron , vol.29 , pp. 827
    • Mori, Y.1    Tsuji, J.2
  • 23
    • 0000077306 scopus 로고
    • H. Matsumoto, T. Nikaido, and Y. Nagai, J. Org. Chem., 41, 396 (1976); N. Kamigata and M. Kameyama, J. Synth. Org. Chem. Jpn., 47, 436 (1989), and references therein.
    • (1976) J. Org. Chem. , vol.41 , pp. 396
    • Matsumoto, H.1    Nikaido, T.2    Nagai, Y.3
  • 24
    • 0024662293 scopus 로고
    • and references therein
    • H. Matsumoto, T. Nikaido, and Y. Nagai, J. Org. Chem., 41, 396 (1976); N. Kamigata and M. Kameyama, J. Synth. Org. Chem. Jpn., 47, 436 (1989), and references therein.
    • (1989) J. Synth. Org. Chem. Jpn. , vol.47 , pp. 436
    • Kamigata, N.1    Kameyama, M.2
  • 28
    • 0000340186 scopus 로고
    • and references cited therein
    • Dichloro(alkylaminocarbonyl)methyl radicals are also generated from a-trichloroamide to react olefins. H. Nagashima, N. Ozaki, M. Ishii, K. Seki, M. Washiyama, and K. Itoh, J. Org. Chem., 58, 464 (1993), and references cited therein.
    • (1993) J. Org. Chem. , vol.58 , pp. 464
    • Nagashima, H.1    Ozaki, N.2    Ishii, M.3    Seki, K.4    Washiyama, M.5    Itoh, K.6
  • 33
    • 1542664612 scopus 로고    scopus 로고
    • Without the desilylative work-up, bis-t-butyldimethylsilyl enol ether of the diketone was obtained as a minor product
    • Without the desilylative work-up, bis-t-butyldimethylsilyl enol ether of the diketone was obtained as a minor product.
  • 36
    • 25944442141 scopus 로고
    • Chem. Abstr., 114, 69042e (1991).
    • (1991) Chem. Abstr. , vol.114
  • 37
    • 1542559644 scopus 로고    scopus 로고
    • unpublished result. By using this method acetal was disappeared completely without formation of ketone
    • N. Arai and K. Narasaka, unpublished result. By using this method acetal was disappeared completely without formation of ketone.
    • Arai, N.1    Narasaka, K.2
  • 38
    • 0000931413 scopus 로고    scopus 로고
    • W. H. Pirkle and K. A. Simmons, J. Org. Chem., 48, 2520 (1983); L. Blanco, P. Amice, and J. M. Conia, Synthesis, 1976, 194.
    • (1983) J. Org. Chem. , vol.48 , pp. 2520
    • Pirkle, W.H.1    Simmons, K.A.2
  • 39
  • 41
    • 0002571701 scopus 로고
    • T. Mukaiyama and K. Narasaka, Org. Synth., 65, 6 (1986); E. W. Colvin, "Silicon Reagents in Organic Synthesis," Academic Press, London (1988).
    • (1986) Org. Synth. , vol.65 , pp. 6
    • Mukaiyama, T.1    Narasaka, K.2
  • 47
    • 25944438119 scopus 로고
    • A. Miyamoto, C. Kumaki, H. Irikawa, and Y. Okumura, Rep. Fac. Sci. Shizuoka Univ., 28, 61 (1994); Chem. Abstr., 121, 8640w (1994).
    • (1994) Chem. Abstr. , vol.121


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.