Intercepting the Breslow Intermediate via Claisen Rearrangement: Synthesis of Complex Tertiary Alcohols without Organometallic Reagents
Intercepting the Breslow Intermediate via Claisen Rearrangement: Synthesis of Complex Tertiary Alcohols without Organometallic Reagents
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DOI：
10.1021/ol303053c
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发表时间：
2013-01-04
期刊：
影响因子：
5.2
通讯作者：
McIntosh, Matthias C.
中科院分区：
文献类型：
--
作者：
Alwarsh, Sefat;Ayinuola, Kolawole;McIntosh, Matthias C.
报道了一种新的Claisen重排反应，其中Breslow中间体作为羟基取代的N，S-烯酮缩醛参与反应，得到复杂的3度醇，而不使用有机金属试剂。该反应构成了Breslow中间体前所未有的反应模式。
A novel Claisen rearrangement in which the Breslow intermediate is engaged as a hydroxy-substituted N,S-ketene acetal to provide complex 3 degrees alcohols without the use of organometallic reagents is reported. The reaction constitutes an unprecedented reactivity mode for the Breslow intermediate.