Short Synthesis of 3-(Hydroxymethyl)xylitol and Structure Revision of the Anti-diabetic Natural Product from Casearia esculenta

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• 作者：Ruomeng Wang ; Michael N. Paddon-Row ; Michael S. Sherburn
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：November 1, 2013
• 年：2013
• 卷：15
• 期：21
• 页码：5610-5612
• 全文大小：228K
• 年卷期：v.15,no.21(November 1, 2013)
• ISSN：1523-7052

文摘

3-(Hydroxymethyl)xylitol, a compound reportedly isolated from the root of Casearia esculenta (Roxb.), along with its three possible stereoisomers, has been synthesized for the first time by way of a triple dihydroxylation reaction performed upon the simplest cross-conjugated hydrocarbon, [3]dendralene. The data for the natural product do not match any of the isomeric 3-(hydroxymethyl)pentitols. The structure of the natural product from the root of Casearia esculenta (Roxb.) has been corrected by reanalysis of the published data.