An efficient and convenient formal synthesis of Jaspine B from D-xylose

作者:Zhao Ming Li; Zhang En; Gao Jie; Zhang Zhao; Zhao Yu Tao; Qu Wen; Liu Hong Min*
来源:Carbohydrate Research, 2012, 351: 126-129.
DOI:10.1016/j.carres.2012.01.013

摘要

A formal synthesis of Jaspine B was completed in 42.4% overall yield with only three purification steps (one by crystallization and two by column chromatography). The key step in the synthesis involves a regio- and stereoselective epoxide ring-opening reaction and the configuration inversion of the C3-hydroxyl group through oxidation and reduction. All of the reagents and materials used were quite common and inexpensive.