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通过 CsCO 介导的端基烯丙基烷基化反应立体选择性合成β-d-甘露庚糖苷：表面层糖蛋白四糖重复单元的合成。

Stereoselective Synthesis of β-d-Manno-heptopyranoside via CsCO-Mediated Anomeric -Alkylation: Synthesis of a Tetrasaccharide Repeat Unit of Surface-Layer Glycoprotein.

机构信息

Department of Chemistry and Biochemistry and School of Green Chemistry and Engineering, The University of Toledo, 2801 W. Bancroft Street, Toledo, Ohio 43606, United States.

出版信息

J Org Chem. 2022 May 20;87(10):6588-6600. doi: 10.1021/acs.joc.2c00168. Epub 2022 May 10.

DOI:10.1021/acs.joc.2c00168
PMID:35537215
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9166265/
Abstract

Stereoselective synthesis of d-glycero- and l-glycero-β-d-mannoheptosides has been achieved by cesium carbonate-mediated β-selective anomeric -alkylation of the corresponding d-mannoheptoses. In addition, this method has been utilized in the total synthesis of a tetrasaccharide repeat unit of surface-layer glycoprotein.

摘要

通过碳酸铯介导的相应 D-甘露庚糖的β-选择性端基异构化，实现了 D-甘油和 L-甘油-β-D-甘露庚糖苷的立体选择性合成。此外，该方法还用于表面层糖蛋白四糖重复单元的全合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/79a0c02f3f40/nihms-1810198-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/8b5f7428bb89/nihms-1810198-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/8e1c48930b58/nihms-1810198-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/6d506c22075e/nihms-1810198-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/f38ac8c1a62b/nihms-1810198-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/79a0c02f3f40/nihms-1810198-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/8b5f7428bb89/nihms-1810198-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/8e1c48930b58/nihms-1810198-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/6d506c22075e/nihms-1810198-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/f38ac8c1a62b/nihms-1810198-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/412e/9166265/79a0c02f3f40/nihms-1810198-f0007.jpg

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