Regioselective Synthesis of Prenylisoflavones. Syntheses of Allolicoisoflavone A, 2, 3-Dehydrokievitone, and Related Compounds.

M Tsukayama, H Li, K Tsurumoto, M Nishiuchi…

文献索引：Tsukayama, Masao; Li, He; Tsurumoto, Ken; Nishiuchi, Masaki; Kawamura, Yasuhiko Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 11 p. 2673 - 2680

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被引用次数: 6

摘要

The palladium-catalyzed coupling reaction of 2′, 4′, 5, 7-tetrakis (benzyloxy)-5′- iodoisoflavone (12), synthesized from the 5-iodochalcone 9, with 2-methyl-3-butyn-2-ol gave the corresponding 5′-(3-hydroxy-3-methyl-1-butynyl) isoflavone 13. The catalytic hydrogenation of 13 gave 2′, 4′, 5, 7-tetrahydroxy-5′-(3-hydroxy-3-methylbutyl) isoflavone (2). Dehydration of the benzoate 14 of 2 afforded a mixture of 5′-(3-methyl-2- ...