REGIOSELECTIVE INCORPORATION OF CO INTO ENAMINES BY RHODIUM-CATALYZED REACTION WITH A HYDROSILANE AND CO

被引:32
作者
IKEDA, S [1 ]
CHATANI, N [1 ]
KAJIKAWA, Y [1 ]
OHE, K [1 ]
MURAI, S [1 ]
机构
[1] OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN
关键词
D O I
10.1021/jo00027a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of [RhCl(CO)2]2, the reaction of enamines with a hydrosilane and carbon monoxide (140-degrees-C, 50 atm of CO) resulted in regioselective incorporation of CO into the alpha-carbon atom to give alpha-(siloxymethylene) amines, which can be easily converted into alpha-siloxy ketones by hydrolysis.
引用
收藏
页码:2 / 4
页数:3
相关论文
共 23 条
[1]   ASYMMETRIC HYDROFORMYLATION AND HYDROCARBOXYLATION OF ENAMIDES - SYNTHESIS OF ALANINE AND PROLINE [J].
BECKER, Y ;
EISENSTADT, A ;
STILLE, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (11) :2145-2151
[2]   HYDROCARBOALKOXYLATION OF N-VINYLPHTHALIMIDE CATALYZED BY PALLADIUM COMPLEXES [J].
CAVINATO, G ;
TONIOLO, L ;
BOTTEGHI, C ;
GLADIALI, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 229 (01) :93-100
[3]   CO2(CO)8-CATALYZED REACTION OF BENZYLIC ACETATES WITH HSIME3 AND CO - A NOVEL METHOD FOR HOMOLOGATION OF ALCOHOLS [J].
CHATANI, N ;
SANO, T ;
OHE, K ;
KAWASAKI, Y ;
MURAI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (24) :5923-5924
[4]   CO2(CO)8-CATALYZED REACTION OF CYCLIC ORTHO ESTERS WITH A HYDROSILANE AND CARBON-MONOXIDE - NOVEL METHOD FOR HOMOLOGATION OF 1,2-DIOLS, 1,3-DIOLS, AND 1,4-DIOLS [J].
CHATANI, N ;
KAJIKAWA, Y ;
NISHIMURA, H ;
MURAI, S .
ORGANOMETALLICS, 1991, 10 (01) :21-23
[5]  
COLVIN EW, 1981, SILICON ORGANIC SYNT, P198
[6]  
Cook A. G., 1969, ENAMINES SYNTHESIS S
[7]   OXIDATION OF SILYL ENOL ETHERS USING 2-SULFONYLOXAZIRIDINES - SYNTHESIS OF ALPHA-SILOXY EPOXIDES AND ALPHA-HYDROXY CARBONYL-COMPOUNDS [J].
DAVIS, FA ;
SHEPPARD, AC .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (05) :954-955
[8]   HYDROCARBONYLATION OF UNSATURATED NITROGEN-COMPOUNDS - SYNTHESIS OF N-PROTECTED AMINO-ACID DERIVATIVES FROM N-SUBSTITUTED PHTHALIMIDES [J].
DELOGU, G ;
FAEDDA, G ;
GLADIALI, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 268 (02) :167-174
[9]  
FLAMING I, 1979, COMPREHENSIVE ORG 13, V3, P584
[10]  
HASSNER A, 1975, J ORG CHEM, V40, P3247