SYNTHESES OF ALL POSSIBLE O-METHYLATION PRODUCTS DERIVABLE FROM 5,11,17,23,29,35-HEXA-TERT-BUTYLCALIX[6]ARENE-37,38,39,40,41,42-HEXOL

被引：71

作者：

OTSUKA, H ^{[1
]}

ARAKI, K ^{[1
]}

SHINKAI, S ^{[1
]}

机构：

[1] KYUSHU UNIV,FAC ENGN,DEPT ORGAN SYNTH,HAKOZAKI,FUKUOKA 812,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 06期

关键词：

D O I：

10.1021/jo00085a048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We here report methods for the synthesis of all twelve possible 0-methylation products from 5,11,17,23,29,35-hexa-tert-butylcalix[6]arene-37,38,39,40,41,42-hexol (1): one mono-, three di-, three tri-, three tetra-, one penta-, and one hexamethylated products. The strategies used are (i) direct O-methylation with different 1/K2CO3 ratios, (ii) selective mono-O-methylation of O-alkylation products, (iii) demethylation with TiCl4 or LiI, and (iv) protection-deprotection with a benzyl group or an o- or m-xylenyl group. We believe that these O-methylation products are useful as basic skeletons to design functionalized calix[6]arenes with the desired number of substituents and regioselectively-positioned functional groups.

引用

页码：1542 / 1547

页数：6

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