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

Brendan M. Smith, Tomasz M. Kubczyk, Andrew E. Graham*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

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. 

Original languageEnglish
Pages (from-to)7775-7781
Number of pages7
JournalTetrahedron Letters
Volume68
Issue number38
DOIs
Publication statusPublished - 23 Sep 2012

Keywords

  • Glycerol valorisation
  • Indium(III) triflate
  • Solvent-free reactions
  • Tandem reaction protocol
  • Transacetalisation

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