ABSOLUTE-CONFIGURATION OF DIMETHYL TERT-BUTYLSUCCINATE AND TERT-BUTYL-ALPHA-NAPHTHYLACETIC ACID - DEGRADATION OF THE AROMATIC RING WITH RUTHENIUM TETROXIDE

被引:23
作者
IMAJO, S [1 ]
KURITANI, H [1 ]
SHINGU, K [1 ]
NAKAGAWA, M [1 ]
机构
[1] OSAKA UNIV,FAC SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
关键词
D O I
10.1021/jo01334a034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Recently we reported a modification of Horeau's method for the determination of the absolute configuration of aryl-terf-butylacetic acid, assigning the S configuration to (+)-ferf-butyl-α-naphthylacetic acid (4).1 To confirm the effectiveness of such an empirical method, a direct chemical correlation of 4 with a configurationally established compound seems to be necessary. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:3587 / 3589
页数:3
相关论文
共 20 条
[1]   RESOLUTION AND CONFIGURATION OF ALPHA-SUBSTITUTED PHENYLACETIC ACIDS [J].
AARON, C ;
DULL, D ;
SCHMIEGE.JL ;
JAEGER, D ;
OHASHI, Y ;
MOSHER, HS .
JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (09) :2797-&
[2]   ELECTROPHILIC SUBSTITUTION AT SATURATED CARBON .43. ALKYLAMMONIUM CARBANIDE ION-PAIR REORGANIZATION REACTIONS IN BASE-CATALYZED 1,3-PROTON TRANSFER IN AN INDENE SYSTEM [J].
ALMY, J ;
CRAM, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (16) :4459-&
[3]  
Angyal S. J., 1963, ORG SYNTH, VIV, P690
[4]   OPTICAL ROTATIONS AND ABSOLUTE-CONFIGURATIONS OF 3-TERT-BUTYLCYCLOHEXENE AND OF TRANS-3-TERT-BUTYL-6-METHYLCYCLOHEXENE [J].
BELLUCCI, G ;
INGROSSO, G ;
MARSILI, A ;
MASTRORILLI, E ;
MORELLI, I .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (06) :1079-1081
[5]  
BELOVSKY O, 1967, Z CHEM, V7, P226
[6]  
BREWSTER JH, 1972, ELUCIDATION ORGANI 3
[7]   ABSOLUTE CONFIGURATION OF ALPHA-TERT-BUTYLPHENYLACETIC ACID AND SOME DERIVATIVES [J].
CLARK, DR ;
MOSHER, HS .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (04) :1114-&
[8]  
DOWNIE IM, 1966, CHEM IND-LONDON, P900
[9]   STERIC CORRELATIONS BY THE QUASI-RACEMATE METHOD [J].
FREDGA, A .
TETRAHEDRON, 1960, 8 (1-2) :126-144
[10]  
GROS JJC, 1977, STEREOCHEMISTRY FUND, V4