Intramolecular nitrile oxide cycloaddition (INOC) of substituted amido-oximes

被引:15
|
作者
Chiacchio, U [1 ]
Corsaro, A [1 ]
Librando, V [1 ]
Rescifina, A [1 ]
Romeo, R [1 ]
Romeo, G [1 ]
机构
[1] UNIV MESSINA,DIPARTIMENTO FARMACOCHIM,I-98168 MESSINA,ITALY
关键词
D O I
10.1016/0040-4020(96)00884-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized enantiomerically pure 3,4-dehydropyrrolidin-2-one and 1,2-dehydropyrrolizidin-3-one systems have been achieved by intramolecular nitrile oxide cycloaddition, starting from enamido-oximes, and by subsequent reduction of the obtained cycloadducts. Copyright (C) 1996 Published by Elsevier Science Ltd
引用
收藏
页码:14323 / 14334
页数:12
相关论文
共 50 条
  • [31] INTRAMOLECULAR NITRILE OXIDE CYCLOADDITION ON CHIRAL OLEFINS - A STEREOCONTROLLED APPROACH TO BETA-KETOL PRECURSORS
    ANNUNZIATA, R
    CINQUINI, M
    COZZI, F
    DONDIO, G
    RAIMONDI, L
    TETRAHEDRON, 1987, 43 (10) : 2369 - 2380
  • [32] STEREOSELECTIVE SYNTHESIS OF (+)-TESTOSTERONE VIA INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION OF NITRILE OXIDE
    IHARA, M
    TOKUNAGA, Y
    TANIGUCHI, N
    FUKUMOTO, K
    TETRAHEDRON, 1991, 47 (33) : 6635 - 6648
  • [33] Intramolecular 1,3-Dipolar Cycloaddition of Nitrile N-Oxide Accompanied by Dearomatization
    Yonekawa, Morio
    Koyama, Yasuhito
    Kuwata, Shigeki
    Takata, Toshikazu
    ORGANIC LETTERS, 2012, 14 (04) : 1164 - 1167
  • [34] Microwave assisted nitrile oxide cycloaddition
    Singh, Manjit
    Singh, Baldev
    Singal, K. K.
    ASIAN JOURNAL OF CHEMISTRY, 2008, 20 (01) : 745 - 750
  • [35] Intramolecular nitrile oxide-alkene cycloaddition of sugar derivatives with unmasked hydroxyl group(s)
    Shing, Tony K. M.
    Wong, Wai F.
    Cheng, Hau M.
    Kwok, Wun S.
    So, King H.
    ORGANIC LETTERS, 2007, 9 (05) : 753 - 756
  • [36] CYCLOADDITIONS .45. ANNULATION OF HETEROCYCLES VIA INTRAMOLECULAR NITRILE OXIDE HETEROCYCLE CYCLOADDITION REACTION
    DEHAEN, W
    HASSNER, A
    JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02): : 896 - 900
  • [37] Synthesis of pyrano isoxazoline/isoxazole annulated coumarins via intramolecular nitrile oxide cycloaddition and their cytotoxicity
    Krishna, C.
    Bhargavi, M. V.
    Rao, Y. J.
    Krupadanam, G. L. D.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (08) : 1857 - 1863
  • [38] Synthesis of pyrano isoxazoline/isoxazole annulated coumarins via intramolecular nitrile oxide cycloaddition and their cytotoxicity
    C. Krishna
    M. V. Bhargavi
    Y. J. Rao
    G. L. D. Krupadanam
    Russian Journal of General Chemistry, 2017, 87 : 1857 - 1863
  • [39] Synthesis of furan derivatives of cyclic β-amino acid cispentacin via intramolecular nitrile oxide cycloaddition
    Basak, Ranjan Kumar
    Dharuman, Suresh
    Vankar, Yashwant D.
    TETRAHEDRON LETTERS, 2012, 53 (33) : 4283 - 4287
  • [40] Synthesis of isoxazolobenzoxepanes via Michael addition of indoles to nitroalkenes and sequential intramolecular nitrile oxide cycloaddition
    Ramachandiran, K.
    Karthikeyan, K.
    Muralidharan, D.
    Perumal, P. T.
    TETRAHEDRON LETTERS, 2010, 51 (22) : 3006 - 3009