Regioselective benzoylation of unprotected β-glycopyranosides with benzoyl cyanide and an amine catalyst – application to saponin synthesis-Reference-Cited by-同舟云学术

Regioselective benzoylation of unprotected β-glycopyranosides with benzoyl cyanide and an amine catalyst – application to saponin synthesis

Published:2021 Issue:2 Volume:8 Page:260-265
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Li Tianlu¹²³⁴⁵^ORCID,Li Tong¹²³⁴,Sun Yajing¹²³⁴,Yang Yue¹²³⁴,Lv Panpan¹²³⁴,Wang Fengshan¹²³⁴⁵,Lou Hongxiang¹²³⁴⁵^ORCID,Schmidt Richard R.⁶⁷⁸⁹,Peng Peng¹²³⁴⁵^ORCID

Affiliation:

1. National Glycoengineering Research Center

2. Shandong University

3. Jinan

4. China

5. Key Laboratory of Chemical Biology (Ministry of Education)

6. Department of Chemistry

7. University of Konstanz

8. Konstanz D-78457

9. Germany

Abstract

Regioselective protection of trans-trans triol and tetrol moieties in carbohydrates was achieved with BzCN as the benzoylating agent and amine catalysts. The protocols are useful for the chemical synthesis of oligosaccharides and saponins.

Funder

National Key Research and Development Program of China

National Natural Science Foundation of China

Department of Science and Technology of Shandong Province

Shandong University

Fundamental Research Fund of Shandong University

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/QO/D0QO01243B