Citation: Yingle Feng, Jie Yang, Chenglin Cai, Taotao Sun, Qi Zhang, Yonghai Chai. Catalytic and highly stereoselective β-mannopyranosylation using a 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate as donor[J]. Chinese Chemical Letters, ;2022, 33(11): 4878-4881. doi: 10.1016/j.cclet.2022.02.071 shu

Catalytic and highly stereoselective β-mannopyranosylation using a 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate as donor

Yingle Feng ^{a, *,} ,
Jie Yang ^a ,
Chenglin Cai ^a ,
Taotao Sun ^a ,
Qi Zhang ^b ,
Yonghai Chai ^{a, *,}

a.
Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710119, China
b.
School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710119, China

fengyingle@snnu.edu.cn

ychai@snnu.edu.cn

Received Date: 24 November 2021
Revised Date: 21 February 2022
Accepted Date: 25 February 2022
Available Online: 1 March 2022

Figures(2)

An efficient and catalytic protocol for highly stereoselective construction of β-mannopyranosylation has been developed. Glycosylation of 2,6-lactone-bridged mannopyranosyl ortho-hexynylbenzoate with various acceptors proceeded smoothly in the presence of 5% Hg(Ⅱ) at room temperature, resulting in the corresponding β-mannosides in high yield and exclusive β-stereoselectivity.
- β-Mannanoside,
- 2,6-Lactone,
- Catalytic glycosylation,
- Ortho-hexynylbenzoates,
- 1,2-cis Glycosylation
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