Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, India.
Org Lett. 2014 Aug 1;16(15):4001-3. doi: 10.1021/ol5018678. Epub 2014 Jul 17.
The enantiospecific total synthesis of 14-membered macrolactone Sch 725674 was accomplished from tartaric acid. Key reactions in the synthesis include the Ley's dithiaketalization of an alkynone derived from the bis-Weinreb amide of tartaric acid, Boord olefination, and ring-closing metathesis of an acrylate ester.
手性全合成 14 元大环内酯 Sch 725674 是从酒石酸开始的。合成中的关键反应包括 Ley 的二硫缩醛化反应,该反应是由酒石酸的双-Weinreb 酰胺衍生的炔酮进行的,Boord 烯烃化反应,以及丙烯酸酯的闭环复分解反应。