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Synthesis of Oxa-Bridged Medium-Sized Carbocyclic Rings via Prins Cyclization
Min-Shou Wang1, Zheng Wang1, Wen Chen1
1Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education and Yunnan Province, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Chemical Science and Technology , Yunnan University , Kunming , Yunnan 650091 , P. R. China.
Abstract:
Herein, we report a new method for the synthesis of oxa-bridged carbocyclic units based on intramolecular Prins reaction of dioxinones. Our new synthetic approach is flexible and practical and has been successfully applied to the preparation of highly functionalized seven-, eight-, and nine-membered carbocycles. The potential utility of this approach has also been demonstrated in a model study toward construction of the 7,8-fused ring system presented in neoabyssomicin D.
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