Bioinspired metal-catalysed Doebner-Knoevenagel condensations between malonic acid half thioesters and aldehydes

被引：16

作者：

Berrue, Fabrice ^{[1
]}

Antoniotti, Sylvain ^{[1
]}

Thomas, Olivier P. ^{[1
]}

Amade, Philippe ^{[1
]}

机构：

[1] Univ Nice Sophia Antipolis, Fac Sci, Inst Chim Nice, CNRS,UMR 6001,Lab Chim Mol Bioact & Aromes, F-06108 Nice 2, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 2007卷 / 11期

关键词：

polyketides; biomimetic synthesis; metal catalysis; Knoevenagel condensation;

D O I：

10.1002/ejoc.200600880

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Inspired by polyketide biosynthesis, unprecedented metal-catalysed Doebner-Knoevenagel condensations between Malonic Acid Half Thioesters (MAHTs) and various aldehydes have been achieved through the use of Yb(OTf)(3) as catalyst, mimicking a five-domain polyketide synthase module for the first time. In the presence of 5-methoxybenzimidazole, stereo- and regiocontrol of the reaction proved to be high. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).

引用

页码：1743 / 1748

页数：6

共 16 条

[11] Improvement on the synthesis of (E)-alk-3-enoic acids [J].