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β-L-Rhamnosylation and β-D-Mannosylation Mediated by 4-O-Ester Groups in Weakly Nucleophilic Environment
2023-08-04
状态已发表
摘要

Eq-4-O-acyl group directed β-rhamnosylation and β-mannosylation are achieved in carborane or BARF anion formed weakly nucleophilic environment with the assistance of a 2,3-orthocarbonate group. The 4-O-acyl group plays a critical role in directing the β-selectivity, and the weakly coordinating anion is essential to amplify this direction. The orthocarbonate group could be readily removed with 1,3-propanediol in the presence of BF3.Et2O.

关键词Glycosylation &beta &beta Neighboring group participation -rhamnosylation -mannosylation Non-coordinating anion
DOI10.26434/chemrxiv-2023-sg04q
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出处chemRxiv
WOS记录号PPRN:74244011
WOS类目Chemistry, Multidisciplinary
资助项目National Natural Science Foundation of China[
文献类型预印本
条目标识符https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/348065
专题物质科学与技术学院_公共科研平台_分析测试平台
作者单位
1.Shandong Univ, Natl Glycoengn Res Ctr, 72 Binhai Rd, Qingdao 266237, Peoples R China
2.Shandong Univ, Shandong Key Lab Carbohydrate Chem & Glycobiol, 72 Binhai Rd, Qingdao 266237, Peoples R China
3.ShanghaiTech Univ, Ctr Anal & Characterizat, Sch Phys Sci & Technol, 393 Huaxia Middle Rd, Shanghai 201210, Peoples R China
4.Univ Nottingham Ningbo China, Fac Sci & Engn, 199 Taikang E Rd, Ningbo 315100, Peoples R China
5.Lanzhou Univ, Sch Basic Med Sci, Key Lab Preclin Study New Drugs Gansu Prov, Lanzhou 730000, Peoples R China
推荐引用方式
GB/T 7714
Zhang, Yongliang,Chen, Changsheng,Gao, Yongtao,et al. β-L-Rhamnosylation and β-D-Mannosylation Mediated by 4-O-Ester Groups in Weakly Nucleophilic Environment. 2023.
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