A Mild and Versatile Method for the Synthesis of Alkyl Ethers from Methoxymethyl Ethers and Application to the Preparation of Sterically Crowded Ethers

被引：10
|
作者：
Minamitsuji, Yutaka [1 ]
Kawaguchi, Atsuhisa [1 ]
Kubo, Ozora [1 ]
Ueyama, Yoshifumi [1 ]
Maegawa, Tomohiro [1 ]
Fujioka, Hiromichi [1 ]
机构：
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2012年 / 354卷 / 10期
关键词：
alkyl ethers; alkylation; crowded ethers; nucleophilic substitution; organocuprates; pyridinium-type salts; CROSS-COUPLING REACTIONS; EFFICIENT DEPROTECTION; BENZYL ETHERS; ALCOHOLS; COMBINATION; ACETALS; PHENOLS;
D O I：
10.1002/adsc.201200290
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A mild and divergent route for the synthesis of alkyl ethers from methoxymethyl (MOM) and methoxyethyl (ME) ether derivatives via pyridinium-type salt intermediates has been developed. The addition of organocuprates to the salts afforded the corresponding alkyl ethers, including highly crowded ones, in high yields even in the presence of acid- or base-sensitive functional groups.
引用
收藏
页码：1861 / 1866
页数：6
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