Indium(III) triflate catalysed transacetalisation reactions of diols and triols under solvent-free conditions

被引：28

作者：

Smith, Brendan M. ^{[1
]}

Kubczyk, Tomasz M. ^{[1
]}

Graham, Andrew E. ^{[1
]}

机构：

[1] Univ Glamorgan, Dept Sci & Sport, Pontypridd CF37 4AT, M Glam, Wales

来源：

TETRAHEDRON | 2012年 / 68卷 / 38期

关键词：

Indium(III) triflate; Transacetalisation; Glycerol valorisation; Solvent-free reactions; Tandem reaction protocol; MEINWALD REARRANGEMENT REACTIONS; ACETAL EXCHANGE-REACTIONS; ORGANIC-SYNTHESIS; CARBONYL-COMPOUNDS; FUNCTIONAL-GROUPS; AMINO-ALCOHOLS; EPOXIDES; ACETALIZATION; GENERATION; PROTECTION;

D O I：

10.1016/j.tet.2012.07.048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acyclic acetals and ketals undergo transacetalisation in the presence of catalytic quantities of indium(III) triflate (In(OTf)(3)) and diols or triols under solvent-free conditions to generate the corresponding cyclic acetals and ketals in excellent yield. The methodology has been further developed to encompass a tandem acetalisation-acetal exchange protocol, which provides a facile and high yielding route to cyclic ketals from unreactive ketones under very mild reaction conditions. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：7775 / 7781

页数：7

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