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

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. Graphic

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Bibliographic Details
Published inTetrahedron Vol. 60; no. 23; pp. 5041 - 5048
Main Authors Grün, Alajos, Kőszegi, Éva, Bitter, István
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 31.05.2004
Subjects
BINOL
Calixarene
Crown ethers
Mitsunobu reaction
O-Alkylation
BINOL
O-Alkylation
Calixarene
Crown ethers
Mitsunobu reaction
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Summary: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. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2004.04.020