Ghorai Manas K, Das Subhomoy, Das Kalpataru, Kumar Amit
Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208016, India.
Org Biomol Chem. 2015 Sep 14;13(34):9042-9. doi: 10.1039/c5ob01140j. Epub 2015 Jul 29.
A simple and efficient synthetic route to substituted N-sulfinyl and N-sulfonyl azetidines is described involving imino-aldol reaction of ester enolates with racemic and non-racemic aldimines for obtaining β-amino esters as a key step. These β-amino esters on subsequent reduction followed by TsCl/KOH mediated cyclization produced the corresponding racemic and non-racemic azetidines with high yield and stereoselectivity.
描述了一种简单有效的合成取代N-亚磺酰基氮杂环丁烷和N-磺酰基氮杂环丁烷的路线，该路线涉及酯烯醇盐与外消旋和非外消旋醛亚胺的亚氨基-羟醛反应，以此作为获得β-氨基酯的关键步骤。这些β-氨基酯经后续还原，再通过对甲苯磺酰氯/氢氧化钾介导的环化反应，以高收率和立体选择性生成相应的外消旋和非外消旋氮杂环丁烷。
