Chu Duc, Zoll Adam J, Ellman Jonathan A
Department of Chemistry, Yale University, New Haven, Connecticut 04720, United States.
Org Lett. 2024 Jun 7;26(22):4803-4807. doi: 10.1021/acs.orglett.4c01634. Epub 2024 May 29.
Unprotected, highly substituted morpholines were obtained through a copper-catalyzed three-component reaction utilizing amino alcohols, aldehydes, and diazomalonates. The transformation was effective for diversely substituted aldehydes and for a broad range of readily available vicinal amino alcohols, including those derived from glycine, α-substituted, and α,α-disubstituted amino acids. Epimerization of morpholines using light-mediated stereochemical editing was demonstrated, and the unprotected morpholine products were readily elaborated through efficient transformations.
通过铜催化的利用氨基醇、醛和重氮丙二酸酯的三组分反应，得到了未保护的、高度取代的吗啉。该转化反应对多种取代的醛以及一系列容易获得的邻位氨基醇有效，包括那些衍生自甘氨酸、α-取代和α,α-二取代氨基酸的氨基醇。证明了使用光介导的立体化学编辑对吗啉进行差向异构化，并且未保护的吗啉产物可通过高效转化轻松进行修饰。
