Studies on the conversions of diols and cyclic ethers-491 1 Part 48 in this series: Á. Molnár and M. Bartók, Helv. Chim. Acta submitted for publication. Stereochemistry of cyclodehydration of 1,4-diols on the action of brönsted and lewis acids: a comprehensive study

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

The stereochemistry of the cyclodehydration of (±)- and meso-2,5-hexanediol on the action of various dehydrating agents was investigated. The earlier assumed and confirmed intramolecular SN2 mechanism for acid-catalysed ring-closure was found to hold in most cases. Various extents of racemisation can be observed on the action of certain Lewis acids, and the solvents concentrated H2SO4 and HMPT (hexamethyl phosporic acid triamide) under previously unexamined reaction conditions.

Original languageEnglish
Pages (from-to)2149-2151
Number of pages3
JournalTetrahedron
Volume37
Issue number11
DOIs
Publication statusPublished - 1981

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this