可获得 5-溴戊醛和 6-溴己醛衍生物——通过不饱和 Weinreb 酰胺生成的 C,O-双锆烯的溴化/水解反应。
Access to 5-bromopentanal and 6-bromohexanal derivatives the bromination/hydrolysis of C,O-bis-zirconocenes generated from unsaturated Weinreb amides.
机构信息
Institut de Chimie Moléculaire de Reims, CNRS (UMR 7312) and Université de Reims Champagne Ardenne, 51687 Reims Cedex 2, France.
出版信息
Org Biomol Chem. 2022 Jul 27;20(29):5803-5811. doi: 10.1039/d2ob01073a.
PMID:35833893
Abstract
Access to 5-bromopentanal and 6-bromohexanal derivatives from Weinreb amides is described. The method relies on the sequential C-bromination/zircona-aminal hydrolysis of bis-C,O-zirconocenes, which are generated from unsaturated Weinreb amides using Schwartz's reagent. Synthetic illustrations of such bromo-aldehydes, which can act as carbocycle and heterocycle precursors, are also presented.
摘要
本文描述了从 Weinreb 酰胺中获得 5-溴戊醛和 6-溴己醛衍生物的方法。该方法依赖于双 C,O-二锆烯的顺序 C-溴化/硅氮烷水解，双 C,O-二锆烯是使用 Schwartz 试剂由不饱和 Weinreb 酰胺生成的。还介绍了这些溴代醛的合成实例，它们可以作为碳环和杂环的前体。
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