SYNTHESIS OF THE FUNCTIONALIZED CYCLOHEXANECARBALDEHYDE DERIVATIVE - A POTENTIAL KEY COMPOUND FOR TOTAL SYNTHESIS OF OPTICALLY-ACTIVE TETRODOTOXIN

被引：40

作者：

SATO, K

KAJIHARA, Y

NAKAMURA, Y

YOSHIMURA, J

机构：

来源：

CHEMISTRY LETTERS | 1991年 / 09期

关键词：

D O I：

10.1246/cl.1991.1559

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Oxidation of 1L-(1,2,3',4,5/3,6)-3-hydroxymethyl-2,4,5-tri-O-methoxymethyl-3,3'-O-methylene-6-nitro-2,3,4,5-tetrahydroxycyclohexanecarbaldehyde dimethyl acetal with potassium t-butoxide and m-chloroperbenzoic acid has given corresponding carbonyl derivative in 65% yield. The carbonyl compound has been successfully converted into the desired key compound for tetrodotoxin synthesis in excellent yield via the spiro alpha-chloro-epoxide derivative.

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页码：1559 / 1562

页数：4

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