首页|Modular Synthesis of Multi-substituted Cyclobutanones Enabled by Oxyallyl Cations

Modular Synthesis of Multi-substituted Cyclobutanones Enabled by Oxyallyl Cations

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Stereoselective synthesis of multi-substituted cyclobutanes with different substituents is still a daunting challenge in organic synthe-sis.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.

DiastereoselectivityModular synthesisNucleophilic substitutionOrganohalidesOxyallyl cationPrecision functionalizationStrained molecules1,2,3,4-Tetrasubstituted cyclobutanes

Meng Wang、Zhonggui Wang、Ping Lu

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Research Center for Molecular Recognition and Synthesis,Department of Chemistry,Fudan University,220 Handan Lu,Shanghai 200433,China

Department of Cancer Biology,Dana-Farber Cancer Institute

Department of Biological Chemistry and Molecular Pharmacology,Harvard Medical School,Boston,MA 02115,USA

国家自然科学基金国家自然科学基金

2207102821921003

2024

10.1002/cjoc.202300525

中国化学(英文版)
中国化学会 上海有机化学研究所

中国化学(英文版)

CSTPCD
影响因子：0.848
ISSN：1001-604X
年,卷(期)：2024.42(5)
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