STEREOSPECIFIC HYDROGENOLYSIS OF BENZYL-TYPE ALCOHOLS

被引:44
作者
MITSUI, S
KUDO, Y
KOBAYASH.M
机构
[1] Department of Applied Science, Faculty of Engineering, Tohoku University, Sendai
关键词
D O I
10.1016/S0040-4020(01)82813-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In order to obtain additional information regarding the stereospecificity of hydrogenolysis on Co and Cu as well as Ni and Pd, optically active methyl 3-hydroxy-3-phentybutyrate, 3-hydroxy-3-phenylvaleric acid, methyl 3-hydroxy-3-phenylvalerate and 3-phenylpentan-1,3-diol were hydrogenolysed. In the hydrogenolysis on Ni, Co and Cu, the configuration was retained whereas on Pd the inversion of configuration occurred as reported for other compounds. © 1969.
引用
收藏
页码:1921 / &
相关论文
共 25 条
[1]  
BREWSTER JH, 1964, CHEM IND-LONDON, P1759
[2]   STERIC + OTHER INFLUENCES ON REACTIONS OF 6-+ 7-METHYLCHOLESTEROL DERIVATIVES [J].
CALLOW, RK ;
THOMPSON, GA .
JOURNAL OF THE CHEMICAL SOCIETY, 1964, (SEP) :3106-&
[3]  
CRAM DJ, 1952, J AM CHEM SOC, V74, P149
[4]   ON MECHANISM OF BENZYLIC SUBSTITUENT HYDROGENOLYSIS [J].
GARBISCH, EW ;
SCHREADE.L ;
FRANKEL, JJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (16) :4233-&
[5]  
IIJIMA K, 1964, J CHEM SOC JAPAN PC, V85, P687
[6]  
IMAIZUMI S, 1960, J CHEM SOC JAPAN PC, V81, P631
[7]  
KHAN AM, 1966, TETRAHEDRON LETTERS, P2967
[8]  
KONNO K, 1964, J CHEM SOC JAPAN PC, V85, P497
[9]  
Levene PA, 1935, J BIOL CHEM, V110, P329
[10]  
LEVENE PA, 1933, J BIO CHEM, V108, P409