Maji Ujjwal, Das Supriyo, Baidya Arpita, Roy Ishita, Guin Joyram
School of Chemical Sciences, Indian Association for the Cultivation of Science, 2A & 2B Raja S. C. Mullick Road, Jadavpur, Kolkata 700032, India.
Org Lett. 2024 Oct 18;26(41):8719-8724. doi: 10.1021/acs.orglett.4c03014. Epub 2024 Oct 3.
An asymmetric addition/cyclization cascade of amidoesters and iminoquinones is developed using noncovalent N-heterocyclic carbene (NHC) catalysis. The process enables access to various functionalized benzofuranones with an all-carbon quaternary stereocenter with high yields and ee values. The reaction displays a broad substrate scope. Via product modifications, enantioenriched synthesis of biologically relevant spirocyclic lactones and lactams is achieved. Substrate activation via noncovalent interaction with NHC is suggested for the process.
利用非共价N-杂环卡宾（NHC）催化，开发了一种酰胺酯和亚氨基醌的不对称加成/环化串联反应。该过程能够以高产率和对映体过量值获得各种具有全碳季立体中心的功能化苯并呋喃酮。该反应具有广泛的底物范围。通过产物修饰，实现了对生物相关螺环内酯和内酰胺的对映体富集合成。该过程建议通过与NHC的非共价相互作用进行底物活化。
