SYNTHESIS OF 1-SUBSTITUTED TRANS-2-THIAHYDRINDANES AND 3-SUBSTITUTED TRANS-2-THIADECALINS

被引:1
作者
VOLYNSKII, NP
ALIKHANOVA, OL
机构
[1] A. V. Topchiev Institute of Petrochemical Synthesis, Academy of Sciences of the USSR, Moscow
来源
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE | 1991年 / 40卷 / 08期
关键词
D O I
10.1007/BF01172271
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Methods of synthesis of 1-R-trans-2-thiahydrindanes and 3-R-trans-2-thiadecalins from trans-1-methoxymethyl-2-chlorocyclohexane have been developed. The order of the chromatographic elution of the isomeric sulfides formed has been found. The configurations of the compounds have been established by H-1 and C-13 NMR spectroscopy. The characteristics of the intermediate and final compounds are given. The splitting of 1-R-trans-2-oxahydrindanes and 3-R-trans-2-oxadecalins by the PBr3/conc. HBr system has been effected.
引用
收藏
页码:1664 / 1671
页数:8
相关论文
共 14 条
[1]   CONFORMATIONAL-ANALYSIS OF THIOLANE RING-SYSTEM .1. STEREOCHEMISTRY OF BASE-CATALYZED H-D EXCHANGE, PYRAMIDAL INVERSION, AND PROTON MAGNETIC-RESONANCE SPECTRUM OF TRANS-3-METHYL-3-THIONIABICYCLO[4.3.0]NONANE IODIDE, A CONFORMATIONALLY RIGID THIOLANIUM CATION [J].
BARBAREL.G ;
GARBESI, A ;
BOICELLI, A ;
FAVA, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (24) :8051-8056
[2]   PREPARATION AND PHYSICAL PROPERTIES OF SULFUR COMPOUNDS RELATED TO PETROLEUM .4. CIS-2-THIAHYDRINDAN AND TRANS-2-THIAHYDRINDAN AND 2-THIADECALIN [J].
BIRCH, SF ;
DEAN, RA ;
WHITEHEAD, EV .
JOURNAL OF ORGANIC CHEMISTRY, 1954, 19 (09) :1449-1463
[3]  
BIRCH SF, 1953, J I PETROL, V39, P185
[4]   SYNTHESIS OF METHYL-SUBSTITUTED TRANS-1-THIADECALINS AND CIS-1-THIADECALINS [J].
CLAUS, PK ;
VIERHAPPER, FW ;
WILLER, RL .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (25) :4016-4023
[5]  
HAGISHITA S, 1974, J CHEM SOC PERK T, V2, P686
[6]  
VOLYNSKII NP, 1976, IAN SSSR KH, P2299
[7]  
VOLYNSKII NP, 1989, IAN SSSR KH, P393
[8]  
VOLYNSKII NP, 1979, NEFTEKHIMIYA, V19, P259
[9]  
VOLYNSKII NP, 1986, IAN SSSR KH, P8527
[10]  
VOLYNSKII NP, 1987, IAN SSSR KH, P2505