Copper-Catalyzed Bis(methoxycarbonyl)carbene Reactions of α,β-Unsaturated Carboxamides

被引:6
作者
Merey, Gokce [1 ]
Anac, Olcay [1 ]
机构
[1] Istanbul Tech Univ, Fac Sci & Letters, Dept Chem, TR-34460 Istanbul, Turkey
关键词
DIMETHYL DIAZOMALONATE; DIAZO-COMPOUNDS; ORGANOCATALYTIC CYCLOPROPANATION; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; DICARBONYL-COMPOUNDS; YLIDE REACTIONS; DIHYDROFURANS; ALPHA; BETA-ENONES;
D O I
10.1002/hlca.201000384
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The [Cu(acac)(2)]-catalyzed reactions of alpha,beta-unsaturated carboxamides with dimethyl diazomalonate yielded dihydrofuran derivatives by a 1,5-electrocyclic reaction at C(beta), and butadiene derivatives by carbene addition reaction at C(alpha) (Schemes 4 and 5; Table). Phenyl substituents at the N-atom of the amides seem to be effective on the reaction pathways (Table).
引用
收藏
页码:1053 / 1064
页数:12
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