Indirect synthetic route to α-l-fucosides via highly stereoselective construction of α-l-galactosides followed by C6-deoxygenation

Author:

Tomida Hirotaka1234,Matsuhashi Takuya1234,Tanaka Hide-Nori56748,Komura Naoko56748ORCID,Ando Hiromune56748ORCID,Imamura Akihiro1234ORCID,Ishida Hideharu12345

Affiliation:

1. Department of Applied Bioorganic Chemistry

2. Gifu University

3. Gifu 501-1193

4. Japan

5. Institute for Glyco-core Research (iGCORE)

6. Tokai National Higher Education and Research System

7. Nagoya 464-8601

8. Center for Highly Advanced Integration of Nano and Life Sciences (G-CHAIN)

Abstract

The indirect synthetic method for α-l-fucosides has been developed and its broad applicability to naturally occurring α-l-fucosides has been demonstrated.

Funder

Japan Society for the Promotion of Science

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference63 articles.

1. Essentials of Glycobiology , ed. A. Varki , R. D. Cummings , J. D. Esko , H. H. Freeze , P. Stanley , C. Bertozzi , G. W. Hart and M. E. Etzler , Cold Spring Harbor Laboratory Press , New York , 2nd edn, 2009

2. α-L-Fucose: A Potentially Critical Molecule in Pathologic Processes Including Neoplasia

3. Fucose: biosynthesis and biological function in mammals

4. Stereocontrolled 1,2-cis glycosylation as the driving force of progress in synthetic carbohydrate chemistry

5. 1,2-cis O-Glycosylation: Methods, Strategies, Principles

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