Modular Synthesis of Multi-substituted Cyclobutanones Enabled by Oxyallyl Cations  

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作  者:Meng Wang Zhonggui Wang Ping Lu 

机构地区:[1]Research Center for Molecular Recognition and Synthesis,Department of Chemistry,Fudan University,220 Handan Lu,Shanghai,200433 China [2]Present address: Department of Cancer Biology,Dana-Farber Cancer Institute [3]Department of Biological Chemistry and Molecular Pharmacology,Harvard Medical School,Boston,MA 02115,USA

出  处:《Chinese Journal of Chemistry》2024年第5期459-463,共5页中国化学(英文版)

基  金:supported by the National Natural Science Foundation of China(22071028,21921003).

摘  要:Stereoselective synthesis of multi-substituted cyclobutanes with different substituents is still a daunting challenge in organic synthesis.We report here a practical and facile approach to synthesizing all-trans 2,3,4-trisubstituted cyclobutanones from readily available dichlorocyclobutanones.The substitution reaction proceeds smoothly via oxyallyl cation intermediates under mild basic conditions.Further transformation to the synthesis of 1,2,3,4-tetrasubstituted cyclobutanes was also explored.

关 键 词:DIASTEREOSELECTIVITY Modular synthesis Nucleophilic substitution Organohalides Oxyallyl cation Precision functionalization Strained molecules 1 2 3 4-Tetrasubstituted cyclobutanes 

分 类 号:O62[理学—有机化学]

 

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