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

页码：459 / 463

页数：5

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