糖醛的 2-脱氧硫代糖的立体选择性合成。
Stereoselective Synthesis of 2-Deoxythiosugars from Glycals.
机构信息
Hubei Key Laboratory of Natural Products Research and Development, Key Laboratory of Functional Yeast (China National Light Industry), College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, China.
Yichang Humanwell Pharmaceutical Co., Ltd., Yichang 443000, China.
出版信息
Molecules. 2022 Nov 17;27(22):7979. doi: 10.3390/molecules27227979.
2-deoxythiosugars are more stable than 2-deoxysugars occurring broadly in bioactive natural products and pharmaceutical agents. An effective and direct methodology to stereoselectively synthesize α-2-deoxythioglycosides catalyzed by AgOTf has been developed. Various alkyl thiols and thiophenols were explored and the desired products were formed in good yields with excellent α-selectivity. This method was further applied to the syntheses of -linked disaccharides and late-stage 2-deoxyglycosylation of estrogen, L-menthol, and zingerone thiols successfully.
2-去氧硫代糖比广泛存在于生物活性天然产物和药物制剂中的 2-去氧糖更稳定。本文开发了一种由 AgOTf 催化的立体选择性合成α-2-去氧硫代糖苷的有效且直接的方法。探索了各种烷基硫醇和硫酚，以优异的α选择性得到了所需产物，具有良好的产率。该方法进一步成功地应用于β-连接的二糖的合成以及雌激素、L-薄荷醇和姜酮硫醇的晚期 2-去氧糖基化。
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