Synthesis of 2-amino-2-deoxy-D-hexopyranoside-containing disaccharides involving glycosylation and [3,3] sigmatropic rearrangement

DOI: 10.1055/s-1996-4219

Source and publish data:

Synthesis p. 341 - 348 (1996)

Update date:2022-08-03

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Authors:

Takeda, Kazuyoshi

Kaji, Eisuke

Nakamura, Hiroko

Akiyama, Akira

Konda, Yaeko

Mizuno, Yoshihisa

Takayanagi, Hiroaki

Harigaya, Yoshihiro

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Article abstract of DOI:10.1055/s-1996-4219

The syntheses of D-mannosamine 15, D-idosamine 16, D-altrosamine 19, and D-tallosamine 20 derivatives of 2-amino-2-deoxy-D-hexopyranoside-containing disaccharides were achieved by [3,3] sigmatropic rearrangement reaction of the disaccharide 13 having a 4-trichloroacetimidate-2-enoside group, prepared in turn by glycosylation of thioglycosyl donors using Pd(CH₃CN)₂Cl₂-AgOTf as a promoter.

Full text of DOI:10.1055/s-1996-4219

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