1,6-conjugate addition to o-vinylphenyloxazolines. Syntheses of chuangxinol and 3-n-butylphthalide

Phtalhides are prepared from o-vinylphenyloxazolines in one pot reaction by 1,6-conjugate addition of alkyllithium and trapping of the benzylic anion with MoOPH, followed by hydrolysis with aqueous oxalic acid. This method was applied to the syntheses of two natural products: chuangxinol and 3-n-but...

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Bibliographic Details
Published in:Tetrahedron 1997-10, Vol.53 (41), p.14127-14130
Main Authors: Martínez, M.Montserrat, Gabriela Ónega, M., Fe Tellado, M., Seijas, Julio A., Pilar Vázquez-Tato, M.
Format: Article
Language:English
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Summary:Phtalhides are prepared from o-vinylphenyloxazolines in one pot reaction by 1,6-conjugate addition of alkyllithium and trapping of the benzylic anion with MoOPH, followed by hydrolysis with aqueous oxalic acid. This method was applied to the syntheses of two natural products: chuangxinol and 3-n-butylphthalide. Phthalides are prepared in one pot reactions from o-vinylphenyloxazolines by 1,6-conjugate addition of alkyllithium and trapping of the benzylic anion with MoOPH, followed by hydrolysis with aqueous oxalic acid.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(97)00914-9