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通过立体选择性正交一锅法糖苷化和α-糖苷化策略的聚糖全合成。

Total Synthesis of Glycans via Stereoselective Orthogonal One-Pot Glycosylation and α-Glycosylation Strategies.

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Kunming 650201, China.

Department of Chemistry, Kunming University, 2 Puxing Road, Kunming 650214, China.

出版信息

Org Lett. 2022 Nov 4;24(43):7950-7954. doi: 10.1021/acs.orglett.2c03081. Epub 2022 Oct 26.

Abstract

glycans with potent antioxidant activities have been efficiently and collectively synthesized. The synthetic approach features the following: (1) a stereoselective orthogonal one-pot glycosylation strategy for both 1,2-- and 1,2--glycosidic linkages; (2) a merged reagent modulation and remote anchimeric assistance (RMRAA) α-glucosylation strategy; (3) DMF-modulated α-glucosylation; (4) convergent [3 + 4 + 6] orthogonal one-pot assembly of the target tridecasaccharide.

摘要

具有强大抗氧化活性的聚糖已被高效且集中地合成。该合成方法具有以下特点:(1) 1,2-和 1,2-糖苷键的立体选择性正交一锅法糖苷化策略;(2) 合并试剂调节和远程辅助基团 (RMRAA) α-葡萄糖基化策略;(3) DMF 调节的 α-葡萄糖基化;(4) 目标十三糖的[3+4+6]正交一锅法的收敛性组装。

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