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Volumn 45, Issue 1, 1997, Pages 32-35

Beckmann rearrangement of O-4-pentenyl oxime through N- bromosuccinimide-mediated activating process

Author keywords

Beckmann rearrangement; halocyclization; N bromosuccinimide; O 4 pentenyl oxime; tetrahydrofuranium

Indexed keywords

OXIME DERIVATIVE; QUINOLINE DERIVATIVE;

EID: 0031012965     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.45.32     Document Type: Article
Times cited : (9)

References (20)
  • 3
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    • and references cited therein
    • c) Fraser-Reid B., Acc. Chem. Res., 29, 59-66 (1996) and references cited therein.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 59-66
    • Fraser-Reid, B.1
  • 4
    • 0026573255 scopus 로고
    • For our recent studies on α-iodination reaction and Diels-Alder reaction of carboxamides and lactams through an iodine-mediated activating process, see: a) Kitagawa O., Hanano T., Hirata H., Inoue T., Taguchi T., Tetrahedron Lett., 33, 1299-1302 (1992); b) Kitagawa O., Hanano T., Kikuchi N., Taguchi T., ibid., 34, 2165-2168 (1993); c) Kitagawa O., Aoki K., Inoue T., Taguchi T., ibid., 36, 593-596 (1995); d) Kitagawa O., Kikuchi N., Hanano T., Aoki K., Yamazaki T., Okada M., Taguchi T., J. Org. Chem., 60, 7161-7165 (1995).
    • (1992) Tetrahedron Lett. , vol.33 , pp. 1299-1302
    • Kitagawa, O.1    Hanano, T.2    Hirata, H.3    Inoue, T.4    Taguchi, T.5
  • 5
    • 0027409594 scopus 로고
    • For our recent studies on α-iodination reaction and Diels-Alder reaction of carboxamides and lactams through an iodine-mediated activating process, see: a) Kitagawa O., Hanano T., Hirata H., Inoue T., Taguchi T., Tetrahedron Lett., 33, 1299-1302 (1992); b) Kitagawa O., Hanano T., Kikuchi N., Taguchi T., ibid., 34, 2165-2168 (1993); c) Kitagawa O., Aoki K., Inoue T., Taguchi T., ibid., 36, 593-596 (1995); d) Kitagawa O., Kikuchi N., Hanano T., Aoki K., Yamazaki T., Okada M., Taguchi T., J. Org. Chem., 60, 7161-7165 (1995).
    • (1993) Tetrahedron Lett. , vol.34 , pp. 2165-2168
    • Kitagawa, O.1    Hanano, T.2    Kikuchi, N.3    Taguchi, T.4
  • 6
    • 0028839003 scopus 로고
    • For our recent studies on α-iodination reaction and Diels-Alder reaction of carboxamides and lactams through an iodine-mediated activating process, see: a) Kitagawa O., Hanano T., Hirata H., Inoue T., Taguchi T., Tetrahedron Lett., 33, 1299-1302 (1992); b) Kitagawa O., Hanano T., Kikuchi N., Taguchi T., ibid., 34, 2165-2168 (1993); c) Kitagawa O., Aoki K., Inoue T., Taguchi T., ibid., 36, 593-596 (1995); d) Kitagawa O., Kikuchi N., Hanano T., Aoki K., Yamazaki T., Okada M., Taguchi T., J. Org. Chem., 60, 7161-7165 (1995).
    • (1995) Tetrahedron Lett. , vol.36 , pp. 593-596
    • Kitagawa, O.1    Aoki, K.2    Inoue, T.3    Taguchi, T.4
  • 7
    • 0000636120 scopus 로고
    • For our recent studies on α-iodination reaction and Diels-Alder reaction of carboxamides and lactams through an iodine-mediated activating process, see: a) Kitagawa O., Hanano T., Hirata H., Inoue T., Taguchi T., Tetrahedron Lett., 33, 1299-1302 (1992); b) Kitagawa O., Hanano T., Kikuchi N., Taguchi T., ibid., 34, 2165-2168 (1993); c) Kitagawa O., Aoki K., Inoue T., Taguchi T., ibid., 36, 593-596 (1995); d) Kitagawa O., Kikuchi N., Hanano T., Aoki K., Yamazaki T., Okada M., Taguchi T., J. Org. Chem., 60, 7161-7165 (1995).
    • (1995) J. Org. Chem. , vol.60 , pp. 7161-7165
    • Kitagawa, O.1    Kikuchi, N.2    Hanano, T.3    Aoki, K.4    Yamazaki, T.5    Okada, M.6    Taguchi, T.7
  • 8
    • 0029887425 scopus 로고    scopus 로고
    • Recently, we reported a new method for generation of the p-methoxybenzyl cation from p-methoxybenzyl 4-pentenyl ether through a similar NIS-mediated activating process and its application to p-methoxybenzylation of various alcohols under mild conditions. Okada M., Kitagawa O., Fujita M., Taguchi T., Tetrahedron, 52, 8135-8142 (1996).
    • (1996) Tetrahedron , vol.52 , pp. 8135-8142
    • Okada, M.1    Kitagawa, O.2    Fujita, M.3    Taguchi, T.4
  • 11
    • 0000897840 scopus 로고
    • Trost B. M., Fleming I., Eds., Pergamon Press, Oxford, and references cited therein
    • c) Craig D., "Comprehensive Organic Synthesis," Trost B. M., Fleming I., Eds., Pergamon Press, Oxford, 1991, Vol. 7, p. 689-702 and references cited therein.
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 689-702
    • Craig, D.1
  • 12
    • 37049078659 scopus 로고    scopus 로고
    • Examples of glycosidation of 1-O-(4′-pentenoyl)glycoside through an activation mediated by an electrophilic halogenating reagent: a) Lopez J. C., Fraser-Reid B., J. Chem. Soc., Chem. Commun., 1991, 159-161; b) Kunz H., Werning P., Schultz M., Synlett, 1990, 631-632.
    • J. Chem. Soc., Chem. Commun. , vol.1991 , pp. 159-161
    • Lopez, J.C.1    Fraser-Reid, B.2
  • 13
    • 85064336393 scopus 로고    scopus 로고
    • Examples of glycosidation of 1-O-(4′-pentenoyl)glycoside through an activation mediated by an electrophilic halogenating reagent: a) Lopez J. C., Fraser-Reid B., J. Chem. Soc., Chem. Commun., 1991, 159-161; b) Kunz H., Werning P., Schultz M., Synlett, 1990, 631-632.
    • Synlett , vol.1990 , pp. 631-632
    • Kunz, H.1    Werning, P.2    Schultz, M.3


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