One step preparation and 1,3-dipolar cycloadditions of (S)-5-hydroxymethyl-1-pyrroline N-oxide

被引：30
|
作者：
Closa, M [1 ]
deMarch, P [1 ]
Figueredo, M [1 ]
Font, J [1 ]
机构：
[1] UNIV AUTONOMA BARCELONA,DEPT QUIM,BELLATERRA 08193,BARCELONA,SPAIN
来源：
TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 07期
关键词：
D O I：
10.1016/S0957-4166(97)00042-6
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The cyclic nitrone Ib has been prepared in enantiomerically pure form by direct oxidation of L-(+)-prolinol with dimethyldioxirane. A complete diastereoface differentiation has been observed in the 1,3-dipolar cycloaddition reaction of this nitrone to several 1,2-disubstituted electron deficient olefins. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码：1031 / 1037
页数：7
相关论文
共 50 条
  • [1] 1,3-dipolar cycloadditions of 2-tert-butoxycarbonyl-1-pyrroline N-oxide with chiral acrylates and acrylamides
    Pisaneschi, F
    Gensini, M
    Salvati, M
    Cordero, FM
    Brandi, A
    HETEROCYCLES, 2006, 67 (01) : 413 - 420
  • [2] EVIDENCE FOR CONCERTED 1,3-DIPOLAR CYCLOADDITIONS OF BENZONITRILES TO MESITONITRILE N-OXIDE
    DONDONI, A
    BARBARO, G
    GAZZETTA CHIMICA ITALIANA, 1975, 105 (7-8): : 701 - 709
  • [3] 1,3-DIPOLAR CYCLOADDITIONS TO BICYCLIC OLEFINS .1. 1,3-DIPOLAR CYCLOADDITIONS TO NORBORNADIENES
    TANIGUCHI, H
    IKEDA, T
    YOSHIDA, Y
    IMOTO, E
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1977, 50 (10) : 2694 - 2699
  • [4] THE 1,3-DIPOLAR CYCLOADDITION OF 3-METHYL-5-PHENYLISOXAZOLINE N-OXIDE
    CHOW, YL
    SHU, YY
    BAKKER, BH
    PILLAY, KS
    HETEROCYCLES, 1989, 29 (12) : 2245 - 2248
  • [5] 1,3-DIPOLAR CYCLOADDITIONS .58. KINETICS OF CYCLOADDITIONS OF AN OXAZOLIUM-5-OXIDE
    KNORR, R
    HUISGEN, R
    STAUDING.GK
    CHEMISCHE BERICHTE-RECUEIL, 1970, 103 (08): : 2639 - &
  • [6] ON MECHANISM OF 1,3-DIPOLAR CYCLOADDITIONS
    FIRESTONE, RA
    JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (06): : 2285 - +
  • [7] 1,3-DIPOLAR CYCLOADDITIONS TO OXIDOPYRAZINIUMS
    KISS, M
    RUSSELLMAYNARD, J
    JOULE, JA
    TETRAHEDRON LETTERS, 1987, 28 (19) : 2187 - 2190
  • [8] Natural 1,3-Dipolar Cycloadditions
    Baunach, Martin
    Hertweck, Christian
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (43) : 12550 - 12552
  • [9] Studies on 1,3-dipolar cycloadditions
    Banerji, A
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2000, 77 (11-12) : 637 - 649
  • [10] 1,3-DIPOLAR CYCLOADDITIONS TO OXIDOPYRAZINIUMS
    YATES, ND
    PETERS, DA
    ALLWAY, PA
    BEDDOES, RL
    SCOPES, DIC
    JOULE, JA
    HETEROCYCLES, 1995, 40 (01) : 331 - 347
12345