A simple and efficient chemoselective method for the catalytic deprotection of acetals and ketals using bismuth triflate

被引：98

作者：

Carrigan, MD ^{[1
]}

Sarapa, D ^{[1
]}

Smith, RC ^{[1
]}

Wieland, LC ^{[1
]}

Mohan, RS ^{[1
]}

机构：

[1] Illinois Wesleyan Univ, Dept Chem, Bloomington, IL 61701 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 03期

关键词：

D O I：

10.1021/jo016180s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bismuth triflate is a highly efficient catalyst (0.1-1mol %) for the deprotection of acetals and ketals. The procedure is very facile and selective for acetals derived from ketones and conjugated aldehydes. tert-Butyldimethylsilyl ethers are stable to the reaction conditions. The highly catalytic nature of bismuth triflate and the use of a relatively nontoxic solvent system (THF/H2O) make this procedure particularly attractive for large-scale synthesis.

引用

页码：1027 / 1030

页数：4

共 31 条

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