对映选择合成
化学
三环
卡宾
迈克尔反应
催化作用
级联
组合化学
有机化学
立体化学
色谱法
作者
Subrata Mukherjee,Arghya Ghosh,Udaya Kiran Marelli,Akkattu T. Biju
出处
期刊:Organic Letters
[American Chemical Society]
日期:2018-05-03
卷期号:20 (10): 2952-2955
被引量:29
标识
DOI:10.1021/acs.orglett.8b00998
摘要
Enantioselective synthesis of tricyclic δ-lactones with three contiguous stereocenters has been demonstrated by the N-heterocyclic carbene (NHC)-catalyzed functionalization of benzylic C(sp3)–H bonds. The NHC-catalyzed reaction of enals with dinitrotoluene derivatives under oxidative conditions proceeds via the chiral α,β-unsaturated acylazoliums and produces the δ-lactones in good yields and excellent diastereoselectivity and enantioselectivity. This mild and atom-economic cascade reaction takes place in a Michael/Michael/lactonization sequence and tolerates a broad range of functional groups.
科研通智能强力驱动
Strongly Powered by AbleSci AI