AUXILIARY-CONTROLLED SITE SELECTIVITY [4+2] CYCLOADDITION REACTIONS OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS TO 4,4-BIS-(TRIFLUOROMETHYL)-SUBSTITUTED HETERO-1,3-DIENES

被引:3
作者
BURGER, K
CYRENER, J
机构
关键词
D O I
10.3987/COM-93-S143
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[4+2] Cycloaddition reactions of alpha,beta-unsaturated carbonyl compounds to 4,4-bis(trifluoromethyl)-1-hetero-3-azabuta-1,3-dienes occur exclusively across the carbon-oxygen double bond. A complete change of site selectivity is observed in the presence of equimolar amounts of 4-dimethylaminopyridine (DMAP).
引用
收藏
页码:1719 / 1729
页数:11
相关论文
共 23 条
[1]  
BURGER K, 1982, CHEM ZTG, V106, P303
[2]  
BURGER K, 1986, CHEM ZTG, V110, P79
[3]  
BURGER K, 1984, Z NATURFORSCH B, V39, P1442
[4]  
BURGER K, 1989, Z NATURFORSCH B, V44, P1298
[5]  
BURGER K, 1982, Z NATURFORSCH B, V37, P1669
[6]  
BURGER K, 1978, SYNTHESIS-STUTTGART, P504
[7]  
CYRENER J, THESIS
[8]   REACTIONS OF CARBONYL GROUP IN FLUORINATED KETONES [J].
GAMBARYAN, NP ;
ROKHLIN, EM ;
ZEIFMAN, YV ;
CHINGYUN, C ;
KNUNYANT.IL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1966, 5 (11) :947-+
[9]  
GAMBARYAN NP, 1966, ANGEW CHEM, V78, P1008
[10]  
GAMBARYAN NP, 1969, B ACAD SCI USSR CH, P2059