基于还原oxy-Nazarov环化反应合成氢化茚酮衍生物的研究
Synthesis of Hydrindenone Derivatives Based on the Reductive oxy-Nazarov Cyclization Reaction
本文研究了基于还原oxy-Nazarov环化反应合成氢化茚酮衍生物的新方法。以廉价易得的左旋香芹酮为起始原料，经环氧化、Wittig反应、HWE反应、还原oxy-Nazarov环化反应共四步合成氢化茚酮衍生物，探究了还原oxy-Nazarov环化反应的最优条件。研究表明，以DIBAL-H为还原剂，在Hexane : Toluene = 1:1 溶剂条件下，能得到高收率、高选择性的羟基环戊烯酮产物，从而为三环[6.2.1.01,5]十一烷倍半萜类骨架的构建奠定了基础。所有化合物结构均通过光谱数据表征确定。
new method for the synthesis of hydrindenone compounds based on the reductive oxy-Nazarov cyclization reaction has been described in this paper. Starting from L(-)-carvone, the synthesis process included epoxidation, Wittig reaction, HWE reaction and oxy-Nazarov cyclization reaction. The results showed that DIBAL-H is the reducing agent, the combination of hexane and toluene (1:1)is the solvent, hydroxycyclopentenone producthas been produced in good yield and high selectivity, which laid the foundation for the construction of tricyclo [6.2.1.01,5] undecane sesquiterpenoid skeleton.The chemical structure of all compounds have been determined by spectroscopic data.
何玲、李卫东、伯远莉、邓军
有机化学工业精细化学工业
有机化学还原oxy-Nazarov环化反应三环[6.2.1.015]十一烷氢化茚酮衍生物?
organic chemistryreductive oxy-Nazarov cyclization reactiontricyclo [6.2.1.015] undecanehydrindenone derivative
何玲,李卫东,伯远莉,邓军.基于还原oxy-Nazarov环化反应合成氢化茚酮衍生物的研究[EB/OL].(2018-04-20)[2025-08-11].http://www.paper.edu.cn/releasepaper/content/201804-180.点此复制
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