Synthesis of Mono-O-alkylated Homooxacalix[3]arene and a Protection–Deprotection Strategy for Homooxacalix[3]arene

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• 作者：Chong Wu ; Yusuke Ikejiri ; Xi Zeng ; Mark R. J. Elsegood ; Carl Redshaw ; Takehiko Yamato
• 刊名：Organic Letters
• 出版年：2017
• 出版时间：January 6, 2017
• 年：2017
• 卷：19
• 期：1
• 页码：66-69
• 全文大小：350K
• ISSN：1523-7052

文摘

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.