A STEREOSELECTIVE SYNTHESIS OF ALPHA,BETA-UNSATURATED KETONES INVOLVING THE REACTIONS OF ORGANOCUPRATES WITH BETA-ALKYLTHIO ALPHA,BETA-ENONES

被引:35
作者
DIETER, RK [1 ]
SILKS, LA [1 ]
机构
[1] BOSTON UNIV,DEPT CHEM,BOSTON,MA 02215
关键词
D O I
10.1021/jo00374a034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:4687 / 4701
页数:15
相关论文
共 109 条
[1]   IMPORTANCE OF HYPERCONJUGATION IN NUCLEOPHILIC VINYLIC SUBSTITUTION [J].
APELOIG, Y ;
RAPPOPORT, Z .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (17) :5095-5098
[2]   REACTION OF LITHIUM DIMETHYLCUPRATE WITH ALPHA-ALLENIC CARBONYL-COMPOUNDS - 1,2-ADDITION TO ACTIVATED CARBON-CARBON DOUBLE-BOND - DIRECT EVIDENCE FOR AN ALPHA-CUPRIO KETONE-COPPER ENOLATE EQUILIBRIUM [J].
BERLAN, J ;
BATTIONI, JP ;
KOOSHA, K .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1978, 152 (03) :359-365
[3]  
BERLAN J, 1979, B SOC CHIM FR II-CH, P183
[4]  
BERLAN J, 1976, TETRAHEDRON LETT, P3351
[5]   A NEW EFFICIENT SYNTHESIS OF SUBSTITUTED NAZAROV REAGENTS - A WITTIG-HORNER-EMMONS APPROACH [J].
BODALSKI, R ;
PIETRUSIEWICZ, KM ;
MONKIEWICZ, J ;
KOSZUK, J .
TETRAHEDRON LETTERS, 1980, 21 (23) :2287-2290
[6]   REGIOSPECIFICITY IN ENOLATE REACTIONS WITH ALPHA-SILYL VINYL KETONES - APPLICATION TO STEROID TOTAL SYNTHESIS [J].
BOECKMAN, RK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (19) :6179-6181
[7]   REGIOSPECIFIC ALKYLATION OF ORGANOCOPPER ENOLATES [J].
BOECKMAN, RK .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (26) :4450-4452
[8]  
BOECKMAN RK, 1973, J AM CHEM SOC, V95, P6887
[9]  
BRUNELLE DJ, 1974, THESIS J HOPKINS U B
[10]   DETERMINATION OF MONO-ELECTRON TRANSFER IN NUCLEOPHILIC ADDITIONS OF ORGANOMETAL REAGENTS - ASYMMETRICAL INDUCTION OBSERVED WITH CHIRAL ETHYLENIC ESTERS [J].
CABARET, D ;
WELVART, Z .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 177 (01) :75-90