Perchloric acid adsorbed on silica gel (HClO4-SiO2) as an inexpensive, extremely efficient, and reusable dual catalyst system for acetal/ketal formation and their deprotection to aldehydes/ketones

被引：52

作者：

Kumar, Raj ^{[1
]}

Kumar, Dinesh ^{[1
]}

Chakraborti, Asit K. ^{[1
]}

机构：

[1] NIPER, SAS Nagar 160062, Panjub, India

来源：

SYNTHESIS-STUTTGART | 2007年 / 02期

关键词：

acetals; ketals; aldehydes; ketones; trimethyl orthoformate (TMOF); triethyl orthoformate (TEOF); protection/deprotection; HClO4-SiO2; dual catalyst;

D O I：

10.1055/s-2006-958948

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Perchloric acid adsorbed on silica gel (HClO4-SiO2) is reported as extremely efficient, inexpensive, and reusable catalyst for dual role for protection of aldehydes/ketones (with trialkyl orthoformates) as acetals/ketals and deprotection (with water-alcohol) to regenerate the carbonyl compounds in high yields at room temperature and in short times. Acetalization/ketalization of electrophilic aldehydes/ketones was carried out under solvent-free conditions. Weakly electrophilic aldehydes/ketones and aldehydes having a substituent that can coordinate with the catalyst, required the corresponding alcohol as solvent.

引用

页码：299 / 303

页数：5

共 56 条

[1] Protic acid (HClO4 supported on silica gel)-mediated synthesis of 2,3-unsaturated-O-glucosides and a chiral furan diol from 2,3-glycals [J].