化学
键裂
立体选择性
劈理(地质)
催化作用
铜
药物化学
立体化学
有机化学
材料科学
断裂(地质)
复合材料
作者
Li–Miao Yang,Hui-Hui Zeng,Xin-Lian Liu,Ai‐Jun Ma,Jin‐Bao Peng
出处
期刊:Chemical Science
[The Royal Society of Chemistry]
日期:2022-01-01
卷期号:13 (24): 7304-7309
被引量:11
摘要
A copper catalyzed borocarbonylation of BCPs via proximal C-C bond cleavage for the synthesis of γ-boryl-γ,δ-unsaturated carbonyl compounds has been developed. Using substituted benzylidenecyclopropanes (BCPs) and chloroformates as starting material, a broad range of γ-boryl-γ,δ-unsaturated esters were prepared in moderate to excellent yields with excellent regio- and stereoselectivity. Besides, when aliphatic acid chlorides were used in this reaction, γ-boryl-γ,δ-unsaturated ketones could be produced in excellent yields. When substituted BCPs were used as substrates, the borocarbonylation occurred predominantly at the proximal C-C bond trans to the phenyl group in a regio- and stereoselective manner, which leads to the Z-isomers as the products. This efficient methodology involves the cleavage of a C-C bond and the formation of a C-C bond as well as a C-B bond, and provides a new method for the proximal C-C bond difunctionalization of BCPs.
科研通智能强力驱动
Strongly Powered by AbleSci AI