Stereoselective Synthesis of Multisubstituted Enamides via Rhodium-Catalyzed Carbozincation of Ynamides

被引:134
|
作者
Gourdet, Benoit [1 ]
Lam, Hon Wai [1 ]
机构
[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
关键词
COUPLING REACTIONS; CHIRAL ENAMIDES; TERMINAL ALKYNES; ALDEHYDES; CYCLOPROPANATION; NUCLEOPHILES; CHEMISTRY; REAGENTS; ETHERS;
D O I
10.1021/ja900946h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new rhodium-catalyzed carbozincation of ynamides has been developed, using diorganozinc: reagents or functionatized alkylzinc: halides. The reactions are highly regio- and stereoselective, allowing access to a wide range of multisubstituted enamides, which are increasingly important building blocks for organic synthesis. Utilization of the alkenylzinc intermediates in further carbon-carbon bond-forming reactions to form trisubstituted enamides is also possible.
引用
收藏
页码:3802 / +
页数:3
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