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苷类化合物研究(Ⅸ)——一个高立体选择性合成硫苷的新方法
Studies on Glycosides (Ⅸ)——An Alternate Method for Highly Stereoselective Synthesis of 1-Thioglycosides
【摘要】 本文报道利用1-O-三氟乙酰基-2,3,4,6-四-O-苄基-α-D-吡喃葡萄糖或吡喃型甘露糖在Lewis酸催化下合成α-硫苷的新方法。反应条件温和,产率高,并且具有很高的立体选择性。通过元素分析、IR并根据1H NMR 13C NMR确定了硫苷化合物的构型。
【Abstract】 A new method for the synthesis of 1-thio-glycosides using 1-O-trifluoroacetyl-2,3,4,6-te-tra-O-benzyl-a-D-gluco- or manna-pyranose with R’SH in the presence of Lewis acid is reported. The reaction conditions were very mild. 1-thio-a-D-glycosides 3a-e and 6a_c were obtained in high yields and a high stereoselectivity. Their structures were proved by IR,1H NMR, 13C NMR and elementary analysis.
【关键词】 三氟乙酰基己糖;
立体选择性;
硫苷;
【Key words】 Trifluoroacetyl hexopyranose; Stereoselectivity; Thioglycoside;
【Key words】 Trifluoroacetyl hexopyranose; Stereoselectivity; Thioglycoside;
【基金】 国家自然科学基金
- 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,1990年12期
- 【被引频次】2
- 【下载频次】115