用于TBAF介导的去硅基化反应的操作简单且高效的后处理程序：在海兔毒素合成中的应用。
Operationally simple and efficient workup procedure for TBAF-mediated desilylation: application to halichondrin synthesis.
作者信息
Kaburagi Yosuke, Kishi Yoshito
机构信息
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
出版信息
Org Lett. 2007 Feb 15;9(4):723-6. doi: 10.1021/ol063113h.
Abstract
An operationally simple and efficient workup method for tetrabutylammonium fluoride (TBAF)-mediated t-butyldimethylsilyl (TBS) deprotection has been developed. The procedure includes addition of a sulfonic acid resin and calcium carbonate, followed by filtration and evaporation. This method eliminates the tedious aqueous-phase extraction process to remove excess TBAF and materials derived from TBAF, thereby making the protocol highly amenable to multiple TBS deprotections. Its efficiency and usefulness were demonstrated by using the transformation of 1a to 3a in the halichondrin synthesis. [reaction: see text].
摘要
已开发出一种用于四丁基氟化铵（TBAF）介导的叔丁基二甲基硅基（TBS）脱保护的操作简单且高效的后处理方法。该步骤包括加入磺酸树脂和碳酸钙，然后过滤和蒸发。此方法省去了去除过量TBAF及其衍生材料的繁琐水相萃取过程，从而使该方案非常适合多次TBS脱保护。通过在海兔毒素合成中使用1a到3a的转化证明了其效率和实用性。[反应：见正文]
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本文引用的文献
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