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1. Formal Methylene Insertion into the C–H Bond of α-Carbonyl Aldonitrones with Dimethylsulfoxonium Methylide

Author

Takanobu Sakurai, Tohru Yano, Takuya Suga, Takahiro Soeta, and Yutaka Ukaji

Subjects
Methylene insertion, Nitrone, General Chemistry, Sulfur ylide
Abstract

金沢大学理工学研究域物質化学系, A methylene group was introduced into the C–H bond of α-carbonyl aldonitrones by reaction with dimethylsulfoxonium methylide, producing one-carbon homologated C-methyl ketonitrones. This formal methylene insertion was applied to one-pot synthesis of quaternary C3-methyl isoxazolidines via successive 1,3-dipolar cycloaddition with alkenes bearing an electron withdrawing group.

Published
2022

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