A novel and selective method for hydrolysis of acetals and ketals

被引：40

作者：

Lee, ASY

Cheng, CL

机构：

[1] Department of Chemistry, Tamkang University, Tamsui

来源：

TETRAHEDRON | 1997年 / 53卷 / 42期

关键词：

D O I：

10.1016/S0040-4020(97)00993-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of cyclic and acyclic acetals and ketals were hydrolyzed to their corresponding carbonyl compounds by a catalytic amount of CBr4 (20%) in CH3CN/H2O solvent mixture under different energy sources, thermal or ultrasound. The highly chemoselective hydrolysis can be achieved under ultrasonic reaction condition. (C) 1997 Elsevier Science Ltd.

引用

收藏

页码：14255 / 14262

页数：8

相关论文

共 25 条

[1] SELECTIVE HYDROLYSIS OF ALPHA,BETA-UNSATURATED AND BETA,GAMMA-UNSATURATED KETALS - METHOD FOR DECONJUGATION OF BETA,BETA-DISUBSTITUTED ALPHA,BETA-UNSATURATED KETONES [J].

BABLER, JH ;

MALEK, NC ;

COGHLAN, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (09) :1821-1823

[2] THE SYNTHESIS OF DIHYDROXYACETONE PHOSPHATE [J].

BALLOU, CE ;

FISCHER, HOL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (08) :1659-1661

[3] TRANS-KETALIZATION REACTIONS .2. INFLUENCE OF STERIC AND ELECTRONIC FACTORS ON KETALIZATION ENERGIES [J].

BAUDUIN, G ;

BONDON, D ;

PIETRASANTA, Y ;

PUCCI, B .

TETRAHEDRON, 1978, 34 (22) :3269-3274

[4] ASYMMETRIC-SYNTHESIS .8. BIOGENETICALLY PATTERNED APPROACH TO THE CHIRAL TOTAL SYNTHESIS OF (-)-PUMILIOTOXIN-C [J].

BONIN, M ;

ROYER, J ;

GRIERSON, DS ;

HUSSON, HP .

TETRAHEDRON LETTERS, 1986, 27 (14) :1569-1572

[5]

CAPPOLA GM, 1984, SYNTHESIS-STUTTGART, P1021

[6]

CHAN TH, 1983, SYNTHESIS-STUTTGART, P203

[7] TOTAL SYNTHESIS OF (+-)-TRICHODERMIN [J].

COLVIN, EW ;

RAPHAEL, RA ;

ROBERTS, JA .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (15) :858-&

[8]

ELLISON RA, 1975, TETRAHEDRON LETT, V16, P499

[9] A CONVERGENT TOTAL SYNTHESIS OF (+/-)-COLCHICINE AND (+/-)-DESACETAMIDOISOCOLCHICINE [J].

EVANS, DA ;

TANIS, SP ;

HART, DJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (19) :5813-5821

[10]

Greene T. W., 1991, PROTECTIVE GROUPS OR