106(P34) スギ心材ノルリグナン類の合成(ポスター発表の部)

概要

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Facile synthesis of norlignans, heartwood constituent of Cryptomeria japonica, was reported. Norlignans are low molecular weight phenolic compounds, which exist in wood, as well as lignans, but slightly different from lignans in its unique skelton (C18 for lignans, C17 for norlignans). It is thought that darkening the color in heart wood is mainly caused by norlignans. This report deals with the synthesis of representative norlignans, agatharesinol (1), sequirin-C (2), and hinokiresinol (3). The reaction of high order cuprate was chosen as a key reaction, and the synthesis of these norlignans accomplished in total 7 steps for (±)agatharesinol (1), (±)sequirin-C (2) and 8 steps for (±)hinokiresinol (3), respectively. Resolution of (±) agatharesinol was accomplished using column chromatography (SiO_2) as its chiral dichloro phtalic acid derivatives.
天然有機化合物討論会の論文
1998-08-31