Organocatalysis in Natural Product Synthesis: A Simple One-Pot Approach to Optically Active β-Diols

被引：14

作者：

Andersen, Nikolaj Rojkjaer ^{[1
]}

Hansen, Signe Grann ^{[1
]}

Bertelsen, Soren ^{[1
]}

Jorgensen, Karl Anker ^{[1
]}

机构：

[1] Aarhus Univ, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 18期

基金：

新加坡国家研究基金会;

关键词：

asymmetric organocatalysis; diols; Grignard reaction; hydroxylation; Michael addition; ALPHA; BETA-UNSATURATED ALDEHYDES; CONJUGATE ADDITION; 1,2-DIOLS; MICHAEL; FUNCTIONALIZATION; HYDROXYLATION; NITROALKENES; NUCLEOPHILES; RESOLUTION; ETHERS;

D O I：

10.1002/adsc.200900707

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Optically active beta-diols have been prepared using an organocatalytic one-pot approach from alpha,beta-unsaturated aldehydes using (E)-benzaldehyde oxime as nucleophile in an oxa-Michael reaction with subsequent in situ reduction or Grignard addition. With this protocol at hand, two biologically active compounds, an insect sex pheromone and a glycerol kinase substrate have been synthesized.

引用

页码：3193 / 3198

页数：6

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