Transetherification on polyols by intra- And intermolecular nucleophilic substitutions

Takahiro Muraoka, Kota Adachi, Rainy Chowdhury, Kazushi Kinbara

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Transetherification on polyols involving intra- and intermolecular nucleophilic substitutions is reported. Di- or trialkoxide formation of propane-1,3-diol or 2-(hydroxymethyl)propane-1,3-diol derivatives by NaH triggers the reaction via oxetanes formation, where the order to add NaH and a polyol significantly influences the yields of products. It was demonstrated that the protective group on the pentaerythritol skeleton is apparently transferred to the hydrophilic and hydrophobic chain molecules bearing a leaving group in one-step, and a protective group conversion from tosyl to benzyl was successful using a benzyl-appending triol to afford a desired product in 67% yield.

Original languageEnglish
Article numbere91912
JournalPloS one
Volume9
Issue number3
DOIs
Publication statusPublished - 2014 Mar 24

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Agricultural and Biological Sciences(all)
  • General

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