Selective O-alkylations with glycol chlorohydrins via the Mitsunobu reaction. A versatile route to calix[4]- and 1,1′-binaphthocrowns

A. Grün, Éva Koszegi, I. Bitter

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Selective monoalkylation of p-tert-butylcalix[4]arene and BINOL with oligoethylene glycol chlorohydrins was achieved under the Mitsunobu protocol using DEAD/TPP. The method provides a simple access to ether precursors capable of cyclising to various crowns.

Original languageEnglish
Pages (from-to)5041-5048
Number of pages8
JournalTetrahedron
Volume60
Issue number23
DOIs
Publication statusPublished - May 31 2004

Fingerprint

Chlorohydrins
Glycols
Alkylation
Crowns
Ether
naphthol BINOL

Keywords

  • BINOL
  • Calix[4]arene
  • Crown ethers
  • Mitsunobu reaction
  • O-Alkylation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Selective O-alkylations with glycol chlorohydrins via the Mitsunobu reaction. A versatile route to calix[4]- and 1,1′-binaphthocrowns. / Grün, A.; Koszegi, Éva; Bitter, I.

In: Tetrahedron, Vol. 60, No. 23, 31.05.2004, p. 5041-5048.

Research output: Contribution to journalArticle

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