Copper-Catalyzed Three-Component Synthesis of Highly Substituted Morpholines.

Autor: Chu D; Department of Chemistry, Yale University, New Haven, Connecticut 04720, United States., Zoll AJ; Department of Chemistry, Yale University, New Haven, Connecticut 04720, United States., Ellman JA; Department of Chemistry, Yale University, New Haven, Connecticut 04720, United States.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2024 Jun 07; Vol. 26 (22), pp. 4803-4807. Date of Electronic Publication: 2024 May 29.
DOI: 10.1021/acs.orglett.4c01634
Abstrakt: 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.
Databáze: MEDLINE