Access to 1,3‐Dinitriles by Enantioselective Auto‐tandem Catalysis: Merging Allylic Cyanation with Asymmetric Hydrocyanation
作者:Jinguo Long、Rongrong Yu、Jihui Gao、Xianjie Fang
DOI:10.1002/anie.202000704
日期:2020.4.20
Enantioselective auto-tandem catalysis represents a challenging yet highlight attractive topic in the field of asymmetric catalysis. In this context, we describe a dual catalytic cycle that merges allylic cyanation and asymmetric hydrocyanation. The one-pot conversion of a broad array of allylic alcohols into their corresponding 1,3-dinitriles proceeds in good yield with high enantioselectivity. The
对映选择性自动串联催化代表了不对称催化领域中具有挑战性但突出的有吸引力的话题。在这种情况下,我们描述了一个双重催化循环,该循环合并了烯丙基氰化和不对称氢氰化。一系列烯丙醇向其相应的1,3-二腈的一锅转换可实现高收率和高对映选择性。产物被密集地官能化并且可以容易地转化为手性二胺,二腈,二酯和哌啶。机理研究清楚地支持了一种新颖的顺序氰化/氢氰化途径。