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

被引：0

作者：

Aubineau, Thomas ^{[1
]}

Dupas, Alexandre ^{[1
]}

Zeng, Tian ^{[1
]}

Cossy, Janine ^{[1
]}

机构：

[1] PSL Univ, CNRS, ESPCI Paris, Mol Macromol Chem & Mat, 10 Rue Vauquelin, F-75005 Paris, France

来源：

SYNLETT | 2021年 / 32卷 / 05期

关键词：

morpholine; iron; diastereoselective; thermodynamic equilibrium;

D O I：

10.1055/s-0040-1707902

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：525 / 531

页数：7

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