Total synthesis and absolute configuration of riccardiphenols A and B, isolated from the liverwort Riccardia crassa

M Tori, T Hamaguchi, K Sagawa, M Sono…

文献索引：Tori; Hamaguchi; Sagawa; Sono; Asakawa Journal of Organic Chemistry, 1996 , vol. 61, # 16 p. 5362 - 5370

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被引用次数: 25

摘要

The title compounds were synthesized as optically active forms using chiral Michael addition of the imine, prepared from 2-methylcyclohexanone and (S)-(-)-phenylethylamine, to methyl propiolate. The etherification of the intermediate triol was accomplished by TsOH-catalyzed cyclization. The absolute configurations of the natural products, riccardiphenols A and B, were established as 1 and 2, respectively.