Regioselective Synthesis of 6??Prenylpolyhydroxyisoflavone (Wighteone) and Wighteone Hydrate with Hypervalent Iodine

…, Y Kawamura, M Tsukayama, M M. Hossain

Index: Hossain, Mohammad M.; Tokuoka, Takanori; Yamashita, Kazuyo; Kawamura, Yasuhiko; Tsukayama, Masao Synthetic Communications, 2006 , vol. 36, # 9 p. 1201 - 1211

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Citation Number: 12

Abstract

Abstract The oxidative rearrangement of 3′??iodotetraalkoxychalcone with [hydroxyl (tosyloxy) iodo] benzene, followed by cyclization of the resultant acetal gave 6?? iodotrialkoxyisoflavone. The coupling reaction of the isoflavone with 2??methyl??3??butyn??2??ol gave 6??alkynylisoflavone, whose hydrogenation gave wighteone hydrate. Wighteone was synthesized by dehydration of wighteone hydrate.