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
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
收藏
页码:1743 / 1748
页数:6
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