Potassium dodecatangestocobaltate trihydrate (K5CoW12O40•3H2O):: a mild and efficient catalyst for deprotection of dioxolanes and trimethylsilyl ethers

被引:75
作者
Habibi, MH [1 ]
Tangestaninejad, S [1 ]
Mohammadpoor-Baltork, I [1 ]
Mirkhani, V [1 ]
Yadollahi, B [1 ]
机构
[1] Isfahan Univ, Dept Chem, Esfahan 81745117, Iran
关键词
catalysis; polyoxometalate; deprotection; dioxolane; trimethylsilyl ether;
D O I
10.1016/S0040-4039(01)01379-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mild and easy deprotection of benzylic dioxolanes to carbonyl compounds (in refluxing dry acetone) and trimethylsilyl ethers to alcohols in acetonitrile at ambient temperature has been carried out in excellent yields under K5CoW12O40. 3H(2)O (0.01 molar equiv.) catalysis. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6771 / 6774
页数:4
相关论文
共 40 条
[1]   HETEROPOLY SALTS CONTAINING COBALT AND HEXAVALENT TUNGSTEN IN THE ANION [J].
BAKER, LCW ;
MCCUTCHEON, TP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (18) :4503-4510
[2]   HETEROPOLY TUNGSTOCOBALTATE ANIONS CONTAINING RESPECTIVELY CO(II) AND CO(III) IN COO4 TETRAHEDRA .1. 12-TUNGSTOCOBALTOATE AND 12-TUNGSTOCOBALTIATE [J].
BAKER, LCW ;
SIMMONS, VE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (17) :4744-4745
[3]   CONVERSION OF ACETALS AND KETALS TO CARBONYL-COMPOUNDS PROMOTED BY TITANIUM TETRACHLORIDE [J].
BALME, G ;
GORE, J .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (19) :3336-3338
[4]  
BATTEN RJ, 1980, SYNTHESIS-STUTTGART, P234
[5]   NEW SYNTHETIC TRICKS - TRIMETHYLSILYL TRIFLATE MEDIATED CLEAVAGE OF HINDERED SILYL ETHERS [J].
BOU, V ;
VILARRASA, J .
TETRAHEDRON LETTERS, 1990, 31 (04) :567-568
[6]   CLEAVAGE OF ACETALS PROMOTED BY COPPER (II) SULFATE ADSORBED ON SILICA-GEL [J].
CABALLERO, GM ;
GROS, EG .
SYNTHETIC COMMUNICATIONS, 1995, 25 (03) :395-404
[7]   Selective deprotection of acetals with Me3SiCH2MgCl.: Peterson-type olefination of acetals [J].
Chiang, CC ;
Chen, YH ;
Hsieh, YT ;
Luh, TY .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (15) :4694-4697
[8]   FLUORIDE-ION AS A BASE IN ORGANIC-SYNTHESIS [J].
CLARK, JH .
CHEMICAL REVIEWS, 1980, 80 (05) :429-452
[9]   SELECTIVE DEPROTECTION OF ALCOHOLIC AND PHENOLIC SILYL ETHERS [J].
COLLINGTON, EW ;
FINCH, H ;
SMITH, IJ .
TETRAHEDRON LETTERS, 1985, 26 (05) :681-684
[10]   TETRAFLUOROSILANE IS A MILD AND VERY SELECTIVE REAGENT FOR THE CLEAVAGE OF SILYL-PROTECTED ALCOHOLS [J].
COREY, EJ ;
YI, KY .
TETRAHEDRON LETTERS, 1992, 33 (17) :2289-2290