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 | Zendy

Shuai Meng | Zendy; Ishani Lakshika Hettiarachchi | Zendy; Bishwa Raj Bhetuwal | Zendy; Prakash Thapa | Zendy; Jianglong Zhu | Zendy

Open Access

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

Author(s) -

Shuai Meng,

Ishani Lakshika Hettiarachchi,

Bishwa Raj Bhetuwal,

Prakash Thapa,

Jianglong Zhu

Publication year - 2022

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.2c00168

Subject(s) - stereoselectivity , tetrasaccharide , anomer , alkylation , stereochemistry , chemistry , total synthesis , organic chemistry , catalysis , polysaccharide

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.

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