消旋Schinzer酮合成工艺的改进

Improved synthetic process of the racemic Schinzer ketone

目的优化还原产率,积累消旋Schinzer酮,为埃坡霉素(Epothilones)的全合成打下基础。方法消旋原料β羟基酯经LiAlH4还原,选择性丙叉保护和Dess-Martin氧化三步,得到消旋的Schinzer酮。结果与结论筛选还原条件,与文献类似物的还原相比,收率更高,试剂相对廉价。

OBJECTIVE To improve the yield of reduction and accumulate racemic Schinzer ketone to lay the foundation for the total synthesis of epothilones. METHODS The racemic β - hydroxy ester was reduced by LiAlH4, followed by selective acetonide protection, and then was oxidatized to racemic Schinzer ketone with Dess - Martin periodate. RESULTS and CONCLUSION Through screening for reduction condition, our reduction process is better than literatures reported, due to the use of relatively cheap reagents and better yield.