A convenient and chemoselective one-pot oxidation/Wittig reaction for the C2-homologation of carbohydrate-derived glycols

被引：39

作者：

Crisóstomo, FRP

Carrillo, R

Martín, T

García-Tellado, F

Martín, VS

机构：

[1] Univ La Laguna, Inst Univ Bioorgan Antonio Gonzalez, E-38206 Tenerife, Islas Canarias, Spain

[2] CSIC, Inst Prod Nat & Agrobiol, E-38206 Tenerife, Islas Canarias, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 24期

关键词：

D O I：

10.1021/jo051566e

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

A simple and convenient one-pot protocol for the chemoselective C-2-homologation of carbohydrate-derived glycols is described. The method comprises the chemoselective oxidation of the glycol to the corresponding hydroxyaldehyde and the subsequent Wittig alkenylation. In addition, the method does not need selective protective group manipulation, and it is safe, economical, fast (5 to 6 h), and bench-friendly. Its general utility is discussed.

引用

页码：10099 / 10101

页数：3

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[2]

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[3]

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[4]

Manganese dioxide can oxidise unactivated alcohols under in situ oxidation-Wittig conditions [J].