化学
吲哚试验
酮
分子内力
立体化学
形式综合
甲苯
保护组
有机化学
烷基
作者
Pravat Mondal,Narshinha P. Argade
出处
期刊:Synthesis
[Georg Thieme Verlag KG]
日期:2017-01-13
卷期号:49 (08): 1849-1856
被引量:9
标识
DOI:10.1055/s-0036-1588386
摘要
Starting from (±)-3-acetoxyglutarimide, diastereoselective formal synthesis of indole alkaloids (±)-eburnamonine, (±)-eburnaminol, and (±)-vindeburnol have been demonstrated via a common intermediate (±)-1-hydroxy-12-tosyl-2,3,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-4(1H)-one in very good overall yields. The acetoxy group from (±)-3-acetoxyglutarimide was first used to induce the diastereoselectivity and also as a latent source of ketone carbonyl group. The stereoselective eliminations, reductions, and intramolecular cyclizations were the involved key steps.
科研通智能强力驱动
Strongly Powered by AbleSci AI