p-Chlorobenzyl Ether: A p-Methoxybenzyl Ether in Disguise,Organic Letters

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p-Chlorobenzyl Ether: A p-Methoxybenzyl Ether in Disguise
Organic Letters ( IF 4.9 ) Pub Date : 2016-10-31 00:00:00 , DOI: 10.1021/acs.orglett.6b02672
Agnete H. Viuff ₁ , Mads Heuckendorff ₁ , Henrik H. Jensen ₁

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In the chemistry of polyfunctionalized organic compounds, protecting groups that can undergo mild and selective cleavage while still being stable during the entire synthetic sequence are often required. In this work, we present a straightforward conversion of the robust p-chlorobenzyl ether into the more labile and well-described p-methoxybenzyl ether using palladium catalysis. This reaction was demonstrated to be high yielding and compatible with a wide range of functionalities, thereby providing a useful supplement to the conventional ether protecting groups.

中文翻译：

对氯苄基醚：伪装的对甲氧基苄基醚

在多官能化有机化合物的化学中，经常需要能够进行温和和选择性裂解同时在整个合成过程中仍然稳定的保护基团。在这项工作中，我们提出了使用钯催化将健壮的对氯苄基醚直接转化为更不稳定和描述得更好的对甲氧基苄基醚的方法。该反应被证明是高产率的并且与广泛的官能度相容，从而为常规的醚保护基团提供了有用的补充。

更新日期：2016-10-31

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