Intramolecular Prins cyclisations for the stereoselective synthesis of bicyclic tetrahydropyrans
Intramolecular Prins cyclisations for the stereoselective synthesis of bicyclic tetrahydropyrans
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DOI：
10.1039/b717078e
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发表时间：
2008-01-01
影响因子：
4.9
通讯作者：
Willis, Christine L.
中科院分区：
文献类型：
--
作者：
Elsworth, Jon D.;Willis, Christine L.
以（R）-3-羟基丁酸乙酯为原料，以71%的收率合成了（4 E，7 R）-7-羟基辛酸甲酯，并在TMSOTf存在下与一系列醛反应，以良好的收率合成了双环含氧杂环化合物，同时在一锅中生成了三个新的立体异构中心。
Methyl (4E,7R)-7-hydroxyoctanoate was prepared in 71% yield from ethyl (R)-3-hydroxybutanoate and on reaction with a series of aldehydes in the presence of TMSOTf gave bicyclic oxygen heterocycles in good yields and with the creation of three new stereogenic centres in a single pot.