油化学
Online ISSN : 1884-2003
ISSN-L : 0513-398X
リチウムナフタレンを用いた側鎖にヒドロキシル基及びカルボニル基を持つγ-ブチロラクトンの合成
藤田 力須賀 恭一渡辺 昭次中山 寿宝鏡 正基
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ジャーナル フリー

1977 年 26 巻 11 号 p. 720-726

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抄録
Lithium naphthalenide reacts with carboxylic acids containing two hydrogen at 2-position in the presence of diethylamine to give the dianions of carboxylic acids. Reaction of these dianions with epoxides gives the corresponding dianions of 4-hydroxy acids. These dianions of 4-hydroxy acids give corresponding trianions of 4-hydroxy acids by the action of lithium naphthalenide. Treetment of these trianions react with epoxides followed by hydrolysis give 4, 4'-dihydroxy acids. The 4, 4'-dihydroxy acids easily cyclize to give γ-butyrolactones containing hydroxy groups in their side chains. Oxidation of these lactones gives γ-butyrolactones containing carbonyl groups in their side chains.
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