Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens , Panepistimiopolis, Athens 15771, Greece.
Org Lett. 2016 Nov 18;18(22):5800-5803. doi: 10.1021/acs.orglett.6b02699. Epub 2016 Oct 28.
An organocatalytic linchpin catalysis approach was envisaged to convert simple aldehydes into enantioenriched 2-oxopiperazines. A four-step reaction sequence (chlorination, oxidation, substitution, and cyclization) was developed and led to different substitution patterns in high yields and selectivities. The reaction mechanism was studied, and the previously elusive epoxy lactone intermediate was identified by HRMS.
设想了一种有机催化关键催化剂方法，将简单的醛转化为对映体富集的 2-氧代哌嗪。开发了四步反应序列（氯化、氧化、取代和环化），以高产率和高选择性得到不同的取代模式。研究了反应机理，并通过高分辨率质谱（HRMS）鉴定了先前难以捉摸的环氧化内酯中间体。
