Unprecedented cyclisations of calix[4]arenes under the Mitsunobu protocol. Part 3: Thiacalix[4]crowns versus dimers

Autor:	Barbara Balázs, Gyula Horvath, Viktor Csokai, István Bitter, Gábor Tóth
Rok vydání:	2004
Předmět:	Stereochemistry Dimer Organic Chemistry Alkylation Ring (chemistry) Biochemistry Medicinal chemistry Chiral column chromatography chemistry.chemical_compound chemistry Intramolecular force Drug Discovery Mitsunobu reaction Thiacalixarene Enantiomer
Zdroj:	Tetrahedron. 60:12059-12066
ISSN:	0040-4020
Popis:	Intermolecular couplings versus intramolecular ring closures were observed in the reaction of p-tert-butylthiacalix[4]arene and diethylene glycols affording dimers 2 and/or the inherently chiral 1,2-thiacalix[4]crown-3 derivatives 5 under the Mitsunobu protocol. The enantiomeric separation of 5a was achieved by chiral HPLC. The reaction of thiacalix[4]monocrowns 1 with diethylene glycols failed to give crowned thiacalix-tubes 7, instead biscrowns 8 were formed. Partially alkylated double thiacalix[4]arenes 10, 11 were obtained via the base promoted alkylations of a thiacalixarene dimer 2a containing diethyleneoxy linkers.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::41dc563f93275b21be949d8a0c84aca1 https://doi.org/10.1016/j.tet.2004.10.037 Zobrazit plný text záznamu Full Text from ScienceDirect