METALLOPORPHYRIN-CATALYZED REARRANGEMENT OF OXAZIRIDINES - AN EFFICIENT AND REGIOSELECTIVE SYNTHESIS OF LACTAMS USING RING-ENLARGEMENT OF N-PHENYL-SPIROOXAZIRIDINES

被引:53
作者
SUDA, K
SASHIMA, M
IZUTSU, M
HINO, F
机构
关键词
D O I
10.1039/c39940000949
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Manganese(iii) tetraphenylporphyrin, Mn(tpp)Cl, is a new and specific catalyst for stereo- and regio-selective rearrangement of N-phenyl-spirooxaziridines into lactams.
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页码:949 / 950
页数:2
相关论文
共 21 条
[1]   SYNTHESES AND REARRANGEMENTS OF SPIROCYCLIC OXAZIRIDINES DERIVED FROM UNSYMMETRICAL KETONES [J].
AUBE, J ;
HAMMOND, M ;
GHERARDINI, E ;
TAKUSAGAWA, F .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :499-508
[2]   SYNTHETIC ASPECTS OF AN ASYMMETRIC NITROGEN-INSERTION PROCESS - PREPARATION OF CHIRAL, NON-RACEMIC CAPROLACTAMS AND VALEROLACTAMS - TOTAL SYNTHESIS OF (-)-ALLOYOHIMBANE [J].
AUBE, J ;
WANG, YG ;
HAMMOND, M ;
TANOL, M ;
TAKUSAGAWA, F ;
VANDERVELDE, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (12) :4879-4891
[3]   APPLICATIONS OF OXAZIRIDINES IN ORGANIC-SYNTHESIS [J].
DAVIS, FA ;
SHEPPARD, AC .
TETRAHEDRON, 1989, 45 (18) :5703-5742
[4]  
EMMONS WD, 1964, CHEM HETEROCYCL COMP, V19, P624
[5]   MEDIUM RING NITROGEN-HETEROCYCLES [J].
EVANS, PA ;
HOLMES, AB .
TETRAHEDRON, 1991, 47 (44) :9131-9166
[6]  
FISCHER M, 1969, TETRAHEDRON LETT, P2281
[7]  
Gawley R.E, 2004, ORG REACT, DOI 10.1002/0471264180.or035.01
[8]  
HADDADIN J, 1985, CHEM HETEROCYCL COMP, V42, P351
[9]  
HESSE M, 1991, RING ENGLARGEMENT OR, P20
[10]   OXYGEN INSERTION REACTIONS OF BRIDGED BICYCLIC KETONES [J].
KROW, GR .
TETRAHEDRON, 1981, 37 (16) :2697-2724