期刊
TETRAHEDRON
卷 69, 期 32, 页码 6639-6647出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.05.125
关键词
3(2H)-Furanone; Dihydroxylation; Cyclisation; Zaragozic acid
The synthesis of an advanced intermediate is described that could secure the polyoxygenated core of zaragozic acids and related natural products. The key strategy employs a two-step synthesis of the 3(2H)-furanone ring system by catalytic dihydroxylation-mercury(II)/acid-catalysed cyclisation with concomitant deprotection. The scope of the 3(2H)-furanone synthesis has been evaluated, and this ring system is shown to remain intact in multi-step reaction sequences. Access to novel, highly oxygenated 3(2H)-furanone derivatives has been achieved. (C) 2013 Published by Elsevier Ltd.
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