Modular Synthesis of Multi-substituted Cyclobutanones Enabled by Oxyallyl Cations

被引：0
|
作者：
Wang, Meng [1 ,2 ,3 ]
Wang, Zhonggui [1 ]
Lu, Ping [1 ]
机构：
[1] Fudan Univ, Res Ctr Mol Recognit & Synth, Dept Chem, 220 Handan Lu, Shanghai 200433, Peoples R China
[2] Dana Farber Canc Inst, Dept Canc Biol, Boston, MA 02115 USA
[3] Harvard Med Sch, Dept Biol Chem & Mol Pharmacol, Boston, MA 02115 USA
来源：
CHINESE JOURNAL OF CHEMISTRY | 2024年 / 42卷 / 05期
基金：
中国国家自然科学基金;
关键词：
Diastereoselectivity; Modular synthesis; Nucleophilic substitution; Organohalides; Oxyallyl cation; Precision functionalization; Strained molecules; 1,2,3,4-Tetrasubstituted cyclobutanes; NATURAL-PRODUCTS; SUBSTITUTION; TRANSFORMATIONS; DERIVATIVES; CATALYSIS;
D O I：
10.1002/cjoc.202300525
中图分类号：
O6 [化学];
学科分类号：
0703 ;
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.
引用
收藏
页码：459 / 463
页数：5
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