Recent advances in the intramolecular cyclizations of nitrones
Qing-Mei Li1, Zi-Han Hu1, Zhang-Wei Liu2,3
1Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), Guangxi Key Laboratory of Chemistry and Molecular Engineering of Medicinal Resources, University Engineering Research Center for Chemistry of Characteristic Medicinal Resources (Guangxi), School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, 15 Yu Cai Road, Guilin, 541004, China. zhongxx2004@163.com.
Abstract:
Nitrones are versatile building blocks and their intramolecular cyclizations have served as powerful strategies to construct useful and important N-heterocycles. This review summarizes recent advances in the intramolecular cyclizations of nitrones for the preparation of distinctive N- or N,O-heterocycles over the past fifteen years. Herein, we focus on various cyclizations of N-alkyl, N-aryl, N-alkenyl, and N-allenyl nitrones, including direct cyclization, O-transfer reaction, electrocyclization, skeletal rearrangement, intramolecular cycloaddition, and related cascade reactions, and their applications in the total synthesis of natural products and alkaloids through intramolecular cyclization of nitrones.
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