Efficient and Stereoselective Synthesis of α(2→9) Oligosialic Acids: From Monomers to Dodecamers | Zendy

Chu KuoChing | Zendy; Ren ChienTai | Zendy; Lu ChunPing | Zendy; Hsu CheHsiung | Zendy; Sun TsungHsien | Zendy; Han JengLiang | Zendy; Pal Bikash | Zendy; Chao TsungAn | Zendy; Lin YungFeng | Zendy; Wu ShihHsiung | Zendy; Wong ChiHuey | Zendy; Wu ChungYi | Zendy

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Efficient and Stereoselective Synthesis of α(2→9) Oligosialic Acids: From Monomers to Dodecamers

Author(s) -

Chu KuoChing,

Ren ChienTai,

Lu ChunPing,

Hsu CheHsiung,

Sun TsungHsien,

Han JengLiang,

Pal Bikash,

Chao TsungAn,

Lin YungFeng,

Wu ShihHsiung,

Wong ChiHuey,

Wu ChungYi

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201101794

Subject(s) - stereoselectivity , combinatorial chemistry , monomer , chemistry , glycosylation , block (permutation group theory) , protecting group , stereochemistry , computer science , organic chemistry , mathematics , biochemistry , combinatorics , polymer , alkyl , catalysis

The chain gang : The α(2→9) dodecasialic acid has been stereoselectively synthesized in 12 steps by using a convergent block synthesis (see scheme). The use of chloroacetyl protecting groups and a phosphate group as a leaving group led to the improvement of the α selectivity of the glycosylation reactions, thus allowing synthesis of oligomers.

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