… by regioselective benzannulation of aryl (gem-dihalogenocyclopropyl) methanols: application to the total synthesis of the lignan lactones, justicidin E and taiwanin C 1

…, Y Nishii, T Yoshida, N Utsumi, G Suzukamo

文献索引：Tanabe, Yoo; Seko, Shinzo; Nishii, Yoshinori; Yoshida, Taichi; Utsumi, Naoka; Suzukamo, Gohfu Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 17 p. 2157 - 2165

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被引用次数: 28

摘要

Acid treatment of two types of aryl (gem-dihalogenocyclopropyl) methanols (ADCMs) 1 and 3 gives α-and β-halogenonaphthalenes in good yields with excellent selectivity. These alternative annulations involve two distinctive types of highly regioselective acid-induced cyclopropane ring cleavage, wherein the preferential formation of more stable cationic intermediates determines the selectivity. The stereochemical mode of both the preparation ...