A new base promoted rearrangement of (E)-1-benzyloxy-2,3-epoxyalkanes

Angelika Thurner, Ferenc Faigl, Alessandro Mordini, Anna Bigi, Gianna Reginato, László Töke

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

(E)-1-benzyloxy-2,3-epoxyalkanes (4) underwent stereoselective rearrangement in the presence of LIDAKOR reagent and large excess of butyllithium producing (Z)-alkendiols (7) at ambident temperature. The same reaction serves anti oxetanes (6) at -75 °C which can also rearrange to 7 when the temperature arises.

Original languageEnglish
Pages (from-to)11597-11602
Number of pages6
JournalTetrahedron
Volume54
Issue number38
DOIs
Publication statusPublished - Sep 17 1998

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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