摘要
以^(t)BuOH作为质子供体,基于SmI_(2)促进2-哌啶酮与α,β-不饱和酸酯进行自由基加成-开环反应,以43%~89%的收率制备了一系列含N-Boc氨基酮化合物3a~3l.以(S)-8-[(叔丁氧基羰基)氨基]-5-[(叔丁基二甲基甲硅烷基)氧基]-4-氧代辛酸甲酯(3e)为关键中间体,经一锅去保护-环合-还原-胺解等反应建立了吲哚里西啶骨架(6)的合成方法.
A convenient approach to N-Boc amino ketones 3a~3l has been developed,which features a SmI_(2) prompted one-pot radical addition-ring opening process of 2-piperidinone withα,β-unsaturated esters.Moreover,the indolizidine skeleton(6)has been successfully synthesized from the key methyl(S)-8-((tert-butoxycarbonyl)amino)-5-((tert-butyldimethylsilyl)oxy)-4-oxooctanoate(3e),which undergoes one-pot deprotection-condensation-reduction-amination process.
作者
孙建婷
陈玲艳
魏邦国
Sun Jian-Ting;Chen Ling-Yan;Wei Bang-Guo(College of Chemistry and Chemical Engineering,Shanghai University of Engineering Science,Shanghai 201620;School of Pharmacy,Fudan University,Shanghai 201203)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2021年第11期4320-4326,共7页
Chinese Journal of Organic Chemistry
基金
研究生创新(No.20KY0431)资助项目.
