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Synthesis of mono-O-alkylated homooxacalix[3]arene and a protection–deprotection strategy for homooxacalix[3]arene

Elsegood, Mark R. J.; Elsegood, Mark R.J.; Wu, Chong; Ikejiri, Yusuke; Zeng, Xi; Elsegood, Mark; Redshaw, Carl; Yamato, Takehiko


Yusuke Ikejiri

Chong Wu

Takehiko Yamato

Xi Zeng

Mark R. J. Elsegood

Mark R.J. Elsegood


The regioselective synthesis of mono-O-alkylated homooxacalix[3]arene is accomplished for the first time. The synthetic route relies on two key steps: (i) a facile protection of two OH groups at the lower rim of the homooxacalix[3]arene and (ii) the deprotection of 9- anthrylmethyl groups via the Pd/C-catalyzed hydrogenation under atmospheric hydrogen. An efficient protection- deprotection strategy for the functionalization of homooxacalix[ 3]arene is presented.

Journal Article Type Article
Publication Date 2017-01
Journal Organic letters
Print ISSN 1523-7060
Electronic ISSN 1523-7052
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 19
Issue 1
Pages 66-69
Keywords Mono-O-alkylated homooxacalix[3]arene; Homooxacalix[3]arene
Publisher URL


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