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
收藏
页码：7775 / 7781
页数：7
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