Ethoxycarbonylmethylenetriphenylphosphorane in Carbohydrate Chemistry, Part III:§ A Short and Highly Efficient Synthesis of (-)-Epigoniofufurone
- 1 January 1993
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1993 (02) , 123-124
- https://doi.org/10.1055/s-1993-22371
Abstract
(-)-Epigoniofufurone is synthesised in a very efficient way from diacetone glucose in 6 steps in 30% overall yield. The highlight of our synthesis is a fortuitous one-pot elaboration of 2-deoxy-3,6-anhydro-1,4-glyconolactone skeleton present in the natural product by a bis-cyclisation process accompanying the Wittig reaction of 2-hydroxy free lactol with the title ylide.Keywords
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