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二茂铁鎓配合物辅助的糖基卤化物的糖基化反应

Ferrocenium complex aided -glycosylation of glycosyl halides.

作者信息

Talasila Deva Saroja, Bauer Eike B

机构信息

University of Missouri - St. Louis, Department of Chemistry and Biochemistry, One University Boulevard St. Louis MO 63121 USA

出版信息

RSC Adv. 2021 Nov 17;11(58):36814-36820. doi: 10.1039/d1ra05788j. eCollection 2021 Nov 10.

Abstract

A new strategy for the activation of glycosyl halide donors to be utilized in glycosylation reactions is presented, utilizing the ferrocenium (Fc) complexes [FcB(OH)]SbF and FcBF as promoters. The scope of the new system has been investigated using glycosyl chloride and glycosyl fluoride donors in combination with common glycosyl acceptors, such as protected glucose. The corresponding glycosylation products were formed in 95 to 10% isolated yields with / ratios ranging from 1/1 to only (2 to 14 h reaction time at room temperature, 40 to 100% ferrocenium promoter load).

摘要

提出了一种用于糖基化反应的新型糖基卤化物供体活化策略,该策略利用二茂铁(Fc)配合物[FcB(OH)]SbF和FcBF作为促进剂。使用糖基氯和糖基氟供体与常见的糖基受体(如保护的葡萄糖)相结合,对新体系的适用范围进行了研究。相应的糖基化产物以95%至10%的分离产率形成,α/β比例范围为1/1至仅(室温下反应时间为2至14小时,二茂铁促进剂负载量为40%至100%)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9c93/9043573/e80da881a0f7/d1ra05788j-s1.jpg

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