Ligand-dependent stereoselective Suzuki-Miyaura cross-coupling reactions of β-enamido triflates

被引:5
|
作者
Chvojka, Tomas [1 ]
Markos, Athanasios [1 ,2 ]
Voltrova, Svatava [1 ]
Pohl, Radek [1 ]
Beier, Petr [1 ]
机构
[1] Czech Acad Sci, Inst Organ Chem & Biochem, Flemingovo Nam 2, Prague 16610, Czech Republic
[2] Charles Univ Prague, Fac Sci, Dept Organ Chem, Hlavova 2030-8, CZ-12843 Prague 2, Czech Republic
来源
关键词
enamides; isomerization; Suzuki-Miyaura coupling; vinyl triflates; HYDROAMIDATION; ISOMERIZATION; AMIDES;
D O I
10.3762/bjoc.17.179
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereoselective Suzuki-Miyaura cross-coupling of (Z)-beta-enamido triflates is demonstrated. Depending on the nature of the ligand in the palladium catalyst, either retention or inversion of the configuration during the synthesis of beta,beta-diaryl-substituted enamides is observed. Thus, the method provides synthetic access to both isomers of the target enamides from (Z)-beta-enamido triflates.
引用
收藏
页码:2657 / 2662
页数:6
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