Deprotection of trimethylsilyl ethers to corresponding alcohols promoted by silica chloride: a heterogeneous and eco-friendly protocol

被引:15
作者
Bamoniri, A. [1 ]
Mirjalili, B. F.
Zolfigol, M. A.
Mohammadpoor-Baltork, I.
机构
[1] Kashan Univ, Coll Sci, Dept Chem, Kashan, Iran
[2] Yazd Univ, Coll Sci, Dept Chem, Yazd, Iran
[3] Bu Ali Sina Univ, Fac Chem, Hamadan, Iran
[4] Isfahan Univ, Coll Sci, Dept Chem, Esfahan, Iran
关键词
silica chloride; trimethylsilyl ethers; alcohols; heterogeneous system;
D O I
10.1007/BF03245983
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Silica chloride as an efficient solid acid can serve as an eco-friendly and high-capacity reagent for the deprotection of trimethylsilyl ethers to their corresponding alcohols under mild and heterogeneous conditions. The yields are excellent and the procedure is simple and convenient, with the higher catalytic efficiency of a heterogeneous system.
引用
收藏
页码:332 / 335
页数:4
相关论文
共 24 条
[1]   The use of silica sulfuric acid as an efficient catalyst for deprotection of trimethylsilyl ethers to the corresponding alcohols under mild and heterogeneous conditions [J].
Bamoniri, A. ;
Zolfigol, M. A. ;
Mohammadpoor-Baltork, I. ;
Mirjalili, B. F. .
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2006, 3 (01) :85-88
[2]   SULFURIC-ACID ADSORBED ON SILICA-GEL - A MULTIPURPOSE ACID CATALYST [J].
CHAVEZ, F ;
SUAREZ, S ;
DIAZ, MA .
SYNTHETIC COMMUNICATIONS, 1994, 24 (16) :2325-2339
[3]   Solid acids for green chemistry [J].
Clark, JH .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :791-797
[4]  
CORNELIS A, 1985, SYNTHESIS-STUTTGART, P909
[5]   An efficient and selective tosylation of alcohols with p-toluenesulfonic acid [J].
Das, B ;
Reddy, VS ;
Reddy, MR .
TETRAHEDRON LETTERS, 2004, 45 (36) :6717-6719
[6]   Reactions of silica chloride (SiO2Cl)/DMSO, a heterogeneous system for the facile regeneration of carbonyl compounds from thioacetals and ring-expansion annelation of cyclic thioacetals [J].
Firouzabadi, H ;
Iranpoor, N ;
Hazarkhani, H ;
Karimi, B .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (08) :2572-2576
[7]   ZINC-CHLORIDE CATALYZED SILYLATION OF ALCOHOLS AND PHENOLS BY HEXAMETHYLDISILAZANE - A HIGHLY CHEMOSELECTIVE REACTION [J].
FIROUZABADI, H ;
KARIMI, B .
SYNTHETIC COMMUNICATIONS, 1993, 23 (12) :1633-1641
[8]  
Firouzabadi H, 2000, SYNLETT, P263
[9]  
GREENE TW, 1991, PROTECTIVE GROUPS OR
[10]   SELECTIVE PROTECTION OF CARBONYL-COMPOUNDS - SILICA-GEL TREATED WITH THIONYL CHLORIDE AS AN EFFECTIVE CATALYST FOR THIOACETALIZATION [J].
KAMITORI, Y ;
HOJO, M ;
MASUDA, R ;
KIMURA, T ;
YOSHIDA, T .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (09) :1427-1431