Zinc promoted addition of methyl 2,2-dihalocarboxylates to carbonyl compounds

被引:8
作者
Benincasa, M [1 ]
Forti, L [1 ]
Ghelfi, F [1 ]
Libertini, E [1 ]
Pagnoni, UM [1 ]
机构
[1] UNIV MODENA,DIPARTIMENTO CHIM,I-41100 MODENA,ITALY
关键词
D O I
10.1080/00397919608004648
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Methyl 2,2-dihalocarboxylates add easily to carbonyl compounds in fair to good yields through the intermediate formation of 2-haloester enolates; the reaction is promoted by zinc, following a ''Barbier'' type procedure.
引用
收藏
页码:4113 / 4122
页数:10
相关论文
共 63 条
[1]  
BEDFORSS S, 1919, CHEM BER, V52, P142
[2]   METHYL ALPHA,ALPHA-DICHLORO-ESTERS BY OXIDATION-CHLORINATION OF CYCLIC ACETALS WITH TRICHLOROISOCYANURIC ACID [J].
BELLESIA, F ;
BONI, M ;
GHELFI, F ;
PAGNONI, UM .
TETRAHEDRON LETTERS, 1994, 35 (18) :2961-2964
[3]   ORGANIC FLUORINE COMPOUNDS .23. METHYLENE REACTIVITY IN ETHYL FLUOROACETATE [J].
BERGMANN, ED ;
COHEN, S .
JOURNAL OF THE CHEMICAL SOCIETY, 1961, (AUG) :3537-&
[4]   ORGANIC FLUORINE COMPOUNDS .22. FLUORINE ANALOGUES OF MEVALONIC ACID [J].
BERGMANN, ED ;
COHEN, S .
JOURNAL OF THE CHEMICAL SOCIETY, 1961, (AUG) :3457-&
[5]   PREPARATION OF 2,2-DIHALOCARBOXYLIC ACID METHYL-ESTERS BY OXIDATION CHLORINATION OF 2-(1-HALOALKYL)-4-METHYL-1,3-DIOXOLANES WITH TRICHLOROISOCYANURIC ACID [J].
BONI, M ;
GHELFI, F ;
PAGNONI, UM ;
ZUCCHI, C .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (06) :1622-1626
[6]  
BRAUN M, 1995, LIEBIGS ANN, P1447
[7]  
BRAUN M, 1993, HOUBENWEIL, V19, P874
[8]  
BURTON DJ, 1967, TETRAHEDRON LETT, V16, P1535
[9]  
CASTRO B, 1974, B SOC CHIM FR II-CH, P2559
[10]  
CASTRO B, 1969, B SOC CHIM FR, P3521