3-ホルミルプロピオン酸メチルを原料とするγ-ジャスモラクトンの合成

概要

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The procedure for the synthesis of γ-jasmolactone from methyl 3-farmyl propionate is pre-seated, as shown in Scheme-1.<BR>Methyl 7, 7-diethoxy-4-oxoheptanoate (2), prepared from methyl 3-formylpropionate (1) and acrylaldehyde diethyl acetal by radical addition reaction in a 64% yield, was converted to 7, 7-diethoxy-4-heptanolide (3) in 86% yield. The lactone (3) was treated with 1% acetic acid under reflux to give 6-formyl-4-hexanolide (4) in 86% yield, on which the Wittig reaction was subse-quently conducted to give γ-jasmolactone (5) in 77% yield.<BR>Methyl 6-formyl-4-oxohexanoate (6) was prepared from compound (2) by refluxing with 1% acetic acid in 82% yield. γ-Jasmolactone (5) was synthesized from compound (6) in the 55% yield, according to the published method.
日本油化学会の論文