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Stereoselective Synthesis of β-d-Manno-heptopyranoside via Cs2CO3-Mediated Anomeric O-Alkylation: Synthesis of a Tetrasaccharide Repeat Unit of Bacillus thermoaerophilus Surface-Layer Glycoprotein.


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

SUBMITTER: Meng S 

PROVIDER: S-EPMC9166265 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

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Stereoselective Synthesis of β-d-Manno-heptopyranoside via Cs<sub>2</sub>CO<sub>3</sub>-Mediated Anomeric <i>O</i>-Alkylation: Synthesis of a Tetrasaccharide Repeat Unit of <i>Bacillus thermoaerophilus</i> Surface-Layer Glycoprotein.

Meng Shuai S   Hettiarachchi Ishani Lakshika IL   Bhetuwal Bishwa Raj BR   Thapa Prakash P   Zhu Jianglong J  

The Journal of organic chemistry 20220510 10


Stereoselective synthesis of d-glycero- and l-glycero-β-d-mannoheptosides has been achieved by cesium carbonate-mediated β-selective anomeric <i>O</i>-alkylation of the corresponding d-mannoheptoses. In addition, this method has been utilized in the total synthesis of a tetrasaccharide repeat unit of <i>Bacillus thermoaerophilus</i> surface-layer glycoprotein. ...[more]

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