DEPROTECTION OF ACETALS AND SILYL ETHERS USING SOME PI-ACCEPTORS

被引：35

作者：

TANEMURA, K ^{[1
]}

SUZUKI, T ^{[1
]}

HORAGUCHI, T ^{[1
]}

机构：

[1] NIIGATA UNIV,FAC SCI,DEPT CHEM,NIIGATA 95021,JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 01期

关键词：

D O I：

10.1246/bcsj.67.290

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Hydrolysis of dodecanal dimethyl acetal and dodecyl silyl ethers in MeCN-H2O was examined using a catalytic amount of pi-acceptors such as 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), tetracyanoethylene (TCNE), 7,7,8,8-tetracyanoquinodimethane (TCNQ), 2,3,5,6-tetrafluoro-7, 7, 8, 8-tetracyanoquinodimethane (TCNQF(4)), and chloranil (CA). Cleavage of dodecyl triethylsilyl ether with TCNQ and CA was caused by room light. By application of DDQ-catalyzed deprotection of acetals to hydrolysis of tetrahydropyranyl ethers, the corresponding alcohols were obtained in quantitative yields.

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页码：290 / 292

页数：3

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