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Chemoselective Transformations of Aromatic Methoxymethyl Ethers Using Trialkylsilyl Triflate and 2,2′-Bipyridyl
ACS Omega ( IF 3.7 ) Pub Date : 2019-05-14 00:00:00 , DOI: 10.1021/acsomega.9b00643
Mizushi Yanagihara 1 , Reiya Ohta 1 , Kenichi Murai 1 , Mitsuhiro Arisawa 1 , Hiromichi Fujioka 1
Affiliation  

Aromatic methoxymethyl (MOM) ethers behave differently from aliphatic MOM ethers upon treatment with trialkylsilyl triflate (R3SiOTf) and 2,2′-bipyridyl. The aromatic MOM ethers are first converted to silyl ethers and subsequently deprotected by hydrolysis to give the mother alcohols when the R3SiOTf used is trimethylsilyl triflate (TMSOTf). Conversely, direct conversion of aromatic MOM ethers to aromatic triethylsilyl (TES) ethers is possible when the R3SiOTf used is triethylsilyl triflate (TESOTf).

中文翻译:

三氟甲磺酸三烷基甲硅烷基酯和2,2'-联吡啶基对甲氧基甲基醚的化学选择性转化

在用三氟甲磺酸三烷基甲硅烷基酯(R 3 SiOTf)和2,2'-联吡啶处理后,芳族甲氧基甲基(MOM)醚的性能与脂族MOM醚不同。当所使用的R 3 SiOTf为三甲基三氟甲磺酸硅烷基酯(TMSOTf)时,芳族MOM醚首先被转化为甲硅烷基醚,然后通过水解脱保护得到母醇。相反,当所使用的R 3 SiOTf是三氟甲磺酸三乙基硅烷基酯(TESOTf)时,可以将芳族MOM醚直接转化为芳族三乙基甲硅烷基(TES)f。
更新日期:2019-05-14
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