当前位置: X-MOL 学术Synlett › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
A Catalytic Asymmetric Ene Reaction for Direct Preparation of α-Hydroxy 1,4-Diketones as Intermediates in Natural Product Synthesis
Synlett ( IF 2 ) Pub Date : 2020-02-19 , DOI: 10.1055/s-0037-1610748
Harry R. M. Aitken , Margaret A. Brimble , Daniel P. Furkert

Asymmetric access to α-hydroxy-1,4-diketones has been achieved by direct ene coupling of silyl enol ethers with glyoxal electrophiles, mediated by a chiral N,N′-dioxide–nickel(II) complex catalyst. Successful union of a polyketide silyl enol ether with an α-quaternary glyoxal, generated by dioxirane oxidation of an α-diazo ketone, models a proposed C5–C6 disconnection of the polyketide and spirocyclic imine domains of the marine natural product, portimine.

中文翻译:

直接制备α-羟基1,4-二酮作为天然产物合成中间体的催化不对称烯反应

通过甲硅烷基烯醇醚与乙二醛亲电试剂的直接烯偶联,在手性 N,N'-二氧化物-镍 (II) 络合物催化剂的介导下,实现了对 α-羟基-1,4-二酮的不对称访问。聚酮甲硅烷基烯醇醚与 α-季戊二醛的成功结合,由 α-重氮酮的二环氧乙烷氧化生成,模拟了海洋天然产物 portimine 的聚酮和螺环亚胺域的 C5-C6 断开连接。
更新日期:2020-02-19
down
wechat
bug