CO2(CO)8-CATALYZED REACTION OF BENZYLIC ACETATES WITH HSIME3 AND CO - A NOVEL METHOD FOR HOMOLOGATION OF ALCOHOLS

被引:15
作者
CHATANI, N [1 ]
SANO, T [1 ]
OHE, K [1 ]
KAWASAKI, Y [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/jo00311a001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of Co2(CO)8, the reaction of benzyl acetates with HSiMe3and carbon monoxide under mild reaction conditions (25 °C, 1 atm of CO) resulted in the incorporation of CO to give /3-phenethyl alcohols. The reaction is applicable to naphthyl-, furanyl-, thiophenyl-, and even ferrocenyl methyl acetates. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:5923 / 5924
页数:2
相关论文
共 30 条
[1]   TRIMETHYL- AND TRICHLOROSILYLCOBALT TETRACARBONYLS AND HYDROSILATION OF ETHYLENE [J].
BAAY, YL ;
MACDIARM.AG .
INORGANIC CHEMISTRY, 1969, 8 (04) :986-&
[2]   HOMOGENEOUS CATALYSIS .4. SOME REACTIONS OF SILICON HYDRIDES IN PRESENCE OF COBALT CARBONYLS [J].
CHALK, AJ ;
HARROD, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (07) :1640-&
[3]  
COHEN T, 1980, J AM CHEM SOC, V102, P6902
[4]   TERT-BUTOXYMETHYLLITHIUM - DIRECT PREPARATION FROM TERT-BUTYL METHYL-ETHER AND APPLICATIONS AS A HYDROXYMETHYL ANION EQUIVALENT [J].
COREY, EJ ;
ECKRICH, TM .
TETRAHEDRON LETTERS, 1983, 24 (31) :3165-3168
[5]   A NEW AND SIMPLE SYNTHESIS OF ALKOXYMETHYLLITHIUM AND ARYLOXYMETHYLLITHIUM REAGENTS (ROCH2LI) [J].
COREY, EJ ;
ECKRICH, TM .
TETRAHEDRON LETTERS, 1983, 24 (31) :3163-3164
[6]  
GAHRMANN H, 1980, NEW SYNTHESES CARBON, pCH2
[7]   ALKYLCOBALT CARBONYLS .7. (ETA-1-BENZYL)COBALT, (ETA-3-BENZYL)COBALT, AND (ETA-1-PHENYLACETYL)COBALT CARBONYLS [J].
GALAMB, V ;
PALYI, G ;
UNGVARY, F ;
MARKO, L ;
BOESE, R ;
SCHMID, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (12) :3344-3351
[8]   LITHIUM TELLURIUM EXCHANGE-REACTION - A CONVENIENT METHOD FOR GENERATION OF HETEROATOM-SUBSTITUTED METHYLLITHIUMS [J].
HIIRO, T ;
ATARASHI, Y ;
KAMBE, N ;
FUJIWARA, S ;
OGAWA, A ;
RYU, I ;
SONODA, N .
ORGANOMETALLICS, 1990, 9 (04) :1355-1357
[9]   EFFICIENT PREPARATION OF [(METHOXYMETHOXY)METHYL]TRIBUTYLSTANNANE, A CONVENIENT HYDROXYMETHYL ANION EQUIVALENT [J].
JOHNSON, CR ;
MEDICH, JR .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :4131-4133
[10]   PREPARATION OF OPTICALLY-ACTIVE 2-FURYLCARBINOLS BY KINETIC RESOLUTION USING THE SHARPLESS REAGENT AND THEIR APPLICATION IN ORGANIC-SYNTHESIS [J].
KUSAKABE, M ;
KITANO, Y ;
KOBAYASHI, Y ;
SATO, F .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (09) :2085-2091