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分子内糖基化

Intramolecular glycosylation.

作者信息

Jia Xiao G, Demchenko Alexei V

机构信息

Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Blvd., 434 Benton Hall (MC27), St. Louis, MO 63121, USA.

出版信息

Beilstein J Org Chem. 2017 Sep 29;13:2028-2048. doi: 10.3762/bjoc.13.201. eCollection 2017.

DOI:10.3762/bjoc.13.201
PMID:29062425
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5629421/
Abstract

Carbohydrate oligomers remain challenging targets for chemists due to the requirement for elaborate protecting and leaving group manipulations, functionalization, tedious purification, and sophisticated characterization. Achieving high stereocontrol in glycosylation reactions is arguably the major hurdle that chemists experience. This review article overviews methods for intramolecular glycosylation reactions wherein the facial stereoselectivity is achieved by tethering of the glycosyl donor and acceptor counterparts.

摘要

由于需要进行精细的保护基和离去基团操作、官能团化、繁琐的纯化以及复杂的表征，碳水化合物低聚物仍然是化学家面临的具有挑战性的目标。在糖基化反应中实现高度的立体控制可以说是化学家所面临的主要障碍。这篇综述文章概述了分子内糖基化反应的方法，其中通过连接糖基供体和受体对应物来实现面选择性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/7afc977592e3/Beilstein_J_Org_Chem-13-2028-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/e6279dec71fd/Beilstein_J_Org_Chem-13-2028-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/fc5d442b917b/Beilstein_J_Org_Chem-13-2028-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/62bfd3ac464f/Beilstein_J_Org_Chem-13-2028-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/b80150495085/Beilstein_J_Org_Chem-13-2028-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/330fe225c88b/Beilstein_J_Org_Chem-13-2028-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/cd872e27d426/Beilstein_J_Org_Chem-13-2028-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/5dd85e74d534/Beilstein_J_Org_Chem-13-2028-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/9db1a8164daa/Beilstein_J_Org_Chem-13-2028-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/24ab77280f0f/Beilstein_J_Org_Chem-13-2028-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/ff51d387e5bb/Beilstein_J_Org_Chem-13-2028-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/043a3c42da28/Beilstein_J_Org_Chem-13-2028-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/f97cd99f3193/Beilstein_J_Org_Chem-13-2028-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/e7a33acae9ac/Beilstein_J_Org_Chem-13-2028-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/7afc977592e3/Beilstein_J_Org_Chem-13-2028-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/e6279dec71fd/Beilstein_J_Org_Chem-13-2028-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/fc5d442b917b/Beilstein_J_Org_Chem-13-2028-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/62bfd3ac464f/Beilstein_J_Org_Chem-13-2028-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/b80150495085/Beilstein_J_Org_Chem-13-2028-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/330fe225c88b/Beilstein_J_Org_Chem-13-2028-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/cd872e27d426/Beilstein_J_Org_Chem-13-2028-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/5dd85e74d534/Beilstein_J_Org_Chem-13-2028-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/9db1a8164daa/Beilstein_J_Org_Chem-13-2028-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/24ab77280f0f/Beilstein_J_Org_Chem-13-2028-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/ff51d387e5bb/Beilstein_J_Org_Chem-13-2028-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/043a3c42da28/Beilstein_J_Org_Chem-13-2028-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/f97cd99f3193/Beilstein_J_Org_Chem-13-2028-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/e7a33acae9ac/Beilstein_J_Org_Chem-13-2028-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1344/5629421/7afc977592e3/Beilstein_J_Org_Chem-13-2028-g017.jpg

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