α-Tertiary Dialkyl Ether Synthesis via Reductive Photocatalytic α-Functionalization of Alkyl Enol Ethers
作者:Jamie A. Leitch、Thomas Rossolini、Tatiana Rogova、Darren J. Dixon
DOI:10.1021/acscatal.0c02584
日期:2020.10.2
reductant under blue LED irradiation is described. Pivoting on oxocarbenium ion generation via an initial TMSCl-facilitated protic activation of the enol ether substrate, subsequent single-electron transfer to this intermediate delivers the putative nucleophilic α-oxy tertiary radical capable of productively combining with a variety of alkene substrates. The reductive functionalization strategy was simple
描述了在蓝色LED辐射下,在Hantzsch酯末端还原剂的存在下,通过使用共轭烯烃对烯醇醚底物进行还原性α-官能化,对富C(sp 3)的α-叔二烷基醚进行的光催化结构。通过最初的TMSC1促进烯醇醚底物的质子活化来生成氧碳鎓离子,随后单电子转移至该中间体,将推定的亲核性α-氧基叔叔自由基与多种烯烃底物有效地结合。还原性官能化策略相对于烯烃受体和烯醇醚供体片段均易于执行,有效且范围广泛,并提供了多种复杂的α-叔二烷基醚结构。