Novel methods for synthesizing 2-chloroaldehyde from carbonyl compounds and converting it into 2-hydroxyaldehyde derivatives

被引：3

作者：

Sato, K ^{[1
]}

Sekiguchi, T ^{[1
]}

Akai, S ^{[1
]}

机构：

[1] Kanagawa Univ, Fac Engn, Organ Chem Lab, Kanagawa Ku, Yokohama, Kanagawa 2218686, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 21期

关键词：

carbonyl compounds; sulfonium salts; carbohydrates; ylides;

D O I：

10.1016/S0040-4039(01)00522-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Chloroaldehyde derivatives were synthesized from carbonyl compounds with [chloromethyl (dimethyl)sulfonium trifluoromethanesulfonate. (1)] and DBU in THF in good yields. Further. 2-chloroaldehyde derivatives were converted into the corresponding 2-hydroxyaldehydes by treating the derivatives with n-Bu4NOH in good yields with the inverted configuration. The stereochemistry of all the products were determined by NMR (NOE). (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3625 / 3628

页数：4

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