A One-Pot Reaction toward the Diastereoselective Synthesis of Substituted Morpholines

被引:22
作者
Aubineau, Thomas [1 ]
Cossy, Janine [1 ]
机构
[1] PSL Univ, Lab Chim Organ, Inst Chem Biol & Innovat CBI, UMR 8231,ESPCI Paris,CNRS, 10 Rue Vauquelin, F-75231 Paris 05, France
关键词
STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; HETEROCYCLES; PIPERAZINES; ACTIVATION;
D O I
10.1021/acs.orglett.8b03141
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The diastereoselective synthesis of various substituted morpholines has been achieved from vinyloxiranes and amino-alcohols under sequential Pd(0)-catalyzed Tsuji-Trost/Fe(III)-catalyzed heterocyclization. Using the same strategy, 2,6-, 2,5-, and 2,3-disubstituted as well as 2,5,6- and 2,3,5-trisubstituted morpholines were obtained in good to excellent yields and diastereoselectivities.
引用
收藏
页码:7419 / 7423
页数:5
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