A NOVEL SYNTHESIS OF CYCLIC NITRONES VIA A NITROSOKETENE INTERMEDIATE

被引:22
作者
KATAGIRI, N [1 ]
KURIMOTO, A [1 ]
YAMADA, A [1 ]
SATO, H [1 ]
KATSUHARA, T [1 ]
TAKAGI, K [1 ]
KANEKO, C [1 ]
机构
[1] TSUMURA & CO,TSUMURA CENT RES LABS,AMI,IBARAKI 30011,JAPAN
关键词
D O I
10.1039/c39940000281
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Nitrosoketene generated by thermolysis of hydroxyimino Meldrum's acid 1 reacts with various ketones including the chiral ketone (+)-nopinone to produce cyclic nitrones 2-5 as novel 1,3-dipolar molecules.
引用
收藏
页码:281 / 282
页数:2
相关论文
共 13 条
[1]  
Breuer E., 1989, NITRONES NITRONATES, P139
[2]  
Confalone P. N., 1988, ORG REACTIONS, V36, P1
[3]   INVESTIGATION OF THE RETRO-DIELS-ALDER REACTION AS A METHOD FOR THE GENERATION OF NITROSO-OLEFINS [J].
DAVIES, DE ;
GILCHRIST, TL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (07) :1479-1481
[4]   THE CYCLOADDITION OF ALPHA-NITROSOSTYRENES TO OLEFINS - INVESTIGATIONS OF THE SCOPE AND MECHANISM OF THE REACTION [J].
DAVIES, DE ;
GILCHRIST, TL ;
ROBERTS, TG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (06) :1275-1281
[5]   A NEW RING TRANSFORMATION - SYNTHESIS OF 5,5-DIMETHYL-3-OXO-1-PYRROLINE 1-OXIDES FROM 6,6-DIMETHYL-4-OXO-5,6-DIHYDRO-1,2,4H-OXAZINES [J].
DESHAYES, C ;
GELIN, S .
TETRAHEDRON LETTERS, 1981, 22 (27) :2557-2560
[6]  
DeShong P., 1988, ADV CYCLOADDITION, V1, P87
[7]   VERSUCHE MIT MELDRUMS SAURE UND ANDEREN CYCLISCHEN ESTERN (ACYLALEN) VON MALONSAUREN [J].
EISTERT, B ;
GEISS, F .
CHEMISCHE BERICHTE-RECUEIL, 1961, 94 (04) :929-947
[8]   NITRONES [J].
HAMER, J ;
MACALUSO, A .
CHEMICAL REVIEWS, 1964, 64 (04) :473-+
[9]   A NEW MODE OF ADDITION OF ALPHA-NITROSOSTYRENES [J].
MACKAY, D ;
WATSON, KN .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (14) :775-776
[10]  
SATO M, 1985, SYNTHESIS-STUTTGART, P224