REACTION OF EPOXIDES WITH CHLOROCARBONYLATED COMPOUNDS CATALYZED BY HEXAALKYLGUANIDINIUM CHLORIDE

被引:35
作者
GROS, P
LEPERCHEC, P
SENET, JP
机构
[1] CNRS,LMOPS,F-69390 VERNAISON,FRANCE
[2] SNPE,CTR RECH BOUCHET,F-91710 VERT LE PETIT,FRANCE
关键词
D O I
10.1021/jo00096a040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Silica-supported guanidinium chloride (PBGSiCl) exhibits efficient chemo- and regiospecific catalytic activity in the ring opening of epoxides with various electrophiles. This reaction allows the preparation of beta-chloro esters and beta-chloro chloroformates in high yield-under neutral conditions which offer product stability and ease of product isolation.
引用
收藏
页码:4925 / 4930
页数:6
相关论文
共 27 条
[1]   MECHANISM OF MIXED HYDRIDE REDUCTIONS . EFFECTS OF REAGENT COMPOSITION NATURE OF HALOGEN AND SOLVATING LIGAND ON MECHANISM OF EPOXIDE REDUCTION [J].
ASHBY, EC ;
COOKE, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (06) :1625-&
[2]  
Bethell D., 1967, CARBONIUM IONS INTRO
[3]  
COTTER RJ, 1965, CHEM IND-LONDON, P791
[4]  
GAUTHIER P, 1993, B SOC CHIM FR, V130, P554
[5]  
GAUTHIER P, 1993, Patent No. 545774
[6]  
GAUTHIER P, 1993, SYNTHESIS COMMUN, V23, P1835
[7]   NUCLEAR MAGNETIC-RESONANCE STUDIES OF IMINIUM SALTS .11. ANIONIC PARTICIPATION OF IMINIUM SALTS IN PHOSGENATION REACTIONS [J].
GAUVREAU, JR ;
MARTIN, GJ ;
MALFROOT, T ;
SENET, JP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (12) :1971-1974
[8]  
GROS P, UNPUB
[9]  
HEGARTY AF, 1972, COMPREHENSIVE ORGANI, V2, P1075
[10]   SECONDARY DEUTERIUM KINETIC ISOTOPE EFFECTS IN ACETOLYSIS OF 2-NORBORNYL-6-D BROSYLATES [J].
JERKUNIC.JM ;
BORCIC, S ;
SUNKO, DE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (07) :1732-&