Iron-Catalyzed Diastereoselective Synthesis of Disubstituted Morpholines via C –O or C–N Bond Formation

Synlett DOI: 10.1055/s-0040-1707902 The diastereoselective synthesis of 2,6- and 3,5-disubstituted morpholines was achieved from 1,2-amino ethers and 1,2-hydroxy amines substituted by an allylic alcohol using an iron(III) catalyst. The morpholines were obtained either by C–O or C–N bond formation. A plausible mechanism is suggested, involving a thermodynamic equilibrium to explain the formation of the cis diastereoisomer as the major product. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text

Source: Synlett - July 22, 2020 Category: Chemistry Authors: Aubineau, Thomas Dupas, Alexandre Zeng, Tian Cossy, Janine Tags: cluster Source Type: research