立体中心
化学
羰基化
对映选择合成
非对映体
乙酰胺
催化作用
立体化学
钯
药物化学
有机化学
一氧化碳
作者
Huaanzi Hu,Yan Peng,Ting Yu,Sidi Cheng,Shuang Luo,Qiang Zhu
出处
期刊:Organic Letters
[American Chemical Society]
日期:2021-04-22
卷期号:23 (9): 3636-3640
被引量:41
标识
DOI:10.1021/acs.orglett.1c01036
摘要
Enantioselective 7-exo-trig cyclocarbopalladation-initiated carbonylation cascade reactions, leading to seven-membered dibenzo[b,d]azepin-6-ones containing a thermodynamically controlled stereogenic axis, have been realized for the first time. A series of 7-acetate- or 7-acetamide-substituted dibenzo[b,d]azepin-6-ones are obtained under atmospheric pressure of CO in good yields with excellent diastereo- and enantioselectivities. The calculated energy difference between the diastereoisomers generated from the stereogenic biaryl axis and the stereogenic center is approximately 2.8 kcal/mol, which agrees with the excellent diastereoselectivity observed.
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