A Cross-Metathesis/Aza-Michael Reaction Strategy for the Synthesis of Cyclic and Bicyclic Ureas

被引:12
作者
Hinds, Elsa M. [1 ]
Wolfe, John P. [1 ]
机构
[1] Univ Michigan, Dept Chem, 930 North Univ Ave, Ann Arbor, MI 48109 USA
关键词
CATALYZED ALKENE CARBOAMINATION; ENANTIOSELECTIVE TOTAL-SYNTHESIS; ORGANIC GUANIDINE DERIVATIVES; NK1 SELECTIVE ANTAGONISTS; STEP-ECONOMICAL ACCESS; STEREOCONTROLLED SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; CONJUGATED DIENES; HIV PROTEASE;
D O I
10.1021/acs.joc.8b01492
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of cyclic and bicyclic ureas via a ruthenium-catalyzed cross-metathesis / aza-Michael reaction strategy between protected alkenyl ureas and Michael acceptors is described. The substrates for these reactions are generated in 1-3 steps from commercially available materials, and products are formed in moderate yield with up to >20:1 diastereoselectivity.
引用
收藏
页码:10668 / 10676
页数:9
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