Palladium-Catalyzed Enantioselective Relay Heck Arylation of Enelactams: Accessing α,β-Unsaturated δ-Lactams

被引:62
|
作者
Yuan, Qianjia [1 ]
Sigman, Matthew S. [1 ]
机构
[1] Univ Utah, Dept Chem, 315 South 1400 East, Salt Lake City, UT 84112 USA
基金
美国国家卫生研究院;
关键词
QUATERNARY CARBON CENTERS; ASYMMETRIC-SYNTHESIS; ALKENYL ALCOHOLS; GAMMA; HYDROGENATION; CONSTRUCTION; ACTIVATION; INHIBITORS; ENAMIDES; KETONES;
D O I
10.1021/jacs.8b02752
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this Communication, we describe the construction of chiral alpha,beta-unsaturated delta-lactams, widely used as pharmacophores, in high yields and excellent enantioselectivities using an oxidative relay Heck arylation reaction. This strategy also allows facile access to 7-substituted alpha,beta-unsaturated epsilon-lactam products and delta-lactams containing a tetrasubstituted nitrogen-bearing stereocenter.
引用
收藏
页码:6527 / 6530
页数:4
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