化学
烯酮
区域选择性
亲核细胞
酰胺
对映选择合成
立体选择性
芳基
双环分子
迈克尔反应
催化作用
立体化学
组合化学
分子内力
有机化学
烷基
作者
Yili Zhang,Lu Xue,Timothy C. Wang,Hui Xu,Ruoting Zhan,Wei‐Wen Chen,Huicai Huang
出处
期刊:Organic Letters
[American Chemical Society]
日期:2019-12-09
卷期号:21 (24): 10069-10074
被引量:32
标识
DOI:10.1021/acs.orglett.9b04032
摘要
A vinylogous addition–cyclization reaction of cyclic α-amide enones with good yields and excellent regioselectivity catalyzed by cinchona squaramides has been reported. Using 4-aryl-3-butenyl N-acylpyrazoles as nucleophiles led to 1,4-selective γ-addition of enones, and 1,2-selective γ-addition of enones took place when 3-aryl-3-butenyl N-acylpyrazoles was used as the donors. The 1,4- and 1,2-selective γ-adducts are then formed into the corresponding highly stereoselective and enantioselective fused bicyclic and spirocyclic products by intramolecular cyclization. The synthetic utility of the products has also been demonstrated through further transformations of the products.
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