REGIOSPECIFIC SYNTHESIS OF UNSYMMETRICAL ALPHA-BROMOKETONES

被引：35
作者：
BOYD, RE
RASMUSSEN, CR
PRESS, JB
机构：
[1] R. W. Johnson Pharmaceutical Research Institute, Pennsylvania 19477-0776, Welsh & McKean Roads, Spring House
来源：
SYNTHETIC COMMUNICATIONS | 1995年 / 25卷 / 07期
关键词：
D O I：
10.1080/00397919508012666
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient regiospecific preparation of unsymmetrical alpha-bromoketones, commencing from Meldrum's acid, has been developed. This procedure allows for preparation of alpha-bromoketones which are unobtainable in a pure state by other bromination methods and is compatable with introduction of a bromine atom in the presence of unsaturation using low-cost starting materials.
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页码：1045 / 1051
页数：7
相关论文
共 18 条
[1]   SYNTHESES OF HETEROCYCLIC FUSED THIAZOLE ACETIC-ACIDS .2. [J].
BELL, SC ;
WEI, PHL .
JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (04) :524-530
[2]  
CALO V, 1978, SYNTHESIS-STUTTGART, P139
[3]   BRANCHED-CHAIN FATTY ACIDS .4. A FURTHER STUDY OF THE PREPARATION OF KETONES AND KETO ESTERS BY MEANS OF ORGANOCADMIUM REAGENTS [J].
CASON, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (10) :2078-2082
[4]  
DEKIMPE N, 1990, SYNTHESIS-STUTTGART, P595
[5]   CHROMIUM(II) CHLORIDE - A NEW REAGENT FOR CROSS-ALDOL REACTIONS [J].
DUBOIS, JE ;
AXIOTIS, G ;
BERTOUNESQUE, E .
TETRAHEDRON LETTERS, 1985, 26 (36) :4371-4372
[6]  
Favorskii A. E., 1913, J PRAKT CHEM, V88, P658
[7]  
JOHNSON CR, 1982, SYNTHESIS-STUTTGART, P284
[8]   A CONVENIENT SYNTHESIS OF ALPHA-BROMOKETONES FROM OLEFINS [J].
KAGEYAMA, T ;
TOBITO, Y ;
KATOH, A ;
UENO, Y ;
OKAWARA, M .
CHEMISTRY LETTERS, 1983, (10) :1481-1482
[9]   The peroxide effect in the rearrangement of alpha-bromoacetoacetic ester [J].
Kharasch, MS ;
Sternfeld, E ;
Mayo, FR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1937, 59 :1655-1657
[10]  
Kunckell F., 1901, CHEM BER, V34, P637
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