摘要
报道一种简便、高效的氯代苯醌碳糖苷3a(3b)的合成新方法:以苯醌基碳苷1a(1b)为原料,经CH3COCl/THF/H2O体系进行加成反应,高区域选择性获得糖基间位氯代的氢醌基碳苷2a(2b),继而通过硝酸铈铵(CAN)氧化得到目标结构3a(3b),并对所合成的化合物进行了结构表征.
A convenient and efficient synthesis of m-chlorobenzoquinonyl C-glycopyranosides 3a and 3b is reported, m-Chlorinated hydroquinonyl C-glycopyranosides 2a and 2b were synthesized by the addition of benzoquinone compounds la and lb with CH3COCl/THF/H2O in high regioselectivities. Then the target compounds 3a and 3b were obtained after oxidation with ceric ammonium nitrate (CAN). The structures of the target compounds and intermediates were confirmed.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2009年第1期78-81,共4页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.20576034)
上海市自然科学基金(No.05ZR14040)
上海市科委创新行动国际合作(No.074107018)资助项目
关键词
氯化
苯醌
氢醌
芳香碳糖苷
chlorination
benzoquinone
hydroquinone
aryl C-glycoside