Total synthesis of nucleoside antibiotics possessing novel N-glycoside structures

Noritaka Chida

doi:10.5059/yukigoseikyokaishi.66.1105

Total synthesis of nucleoside antibiotics possessing novel N-glycoside structures

Noritaka Chida

Department of Applied Chemistry

Research output: Contribution to journal › Article

6 Citations (Scopus)

Abstract

Construction of aryl and heteroaryl N-glycoside structures by way of the palladium-catalyzed Buchwald-Hartwig N-arylation of pyranosylamines with aryl and heteroaryl halide derivatives is described. This methodology was successfully applied to the total synthesis of nucleoside antibiotics, spicamycin and dapiramicin B, possessing novel heteroaryl N-glycosides. Kinetic and thermodynamic analyses of heteroaryl N-glycosides are also reported.

Original language	English
Pages (from-to)	1105-1115
Number of pages	11
Journal	Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume	66
Issue number	11
DOIs	https://doi.org/10.5059/yukigoseikyokaishi.66.1105
Publication status	Published - 2008 Nov

ASJC Scopus subject areas

Organic Chemistry

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Chida, N. (2008). Total synthesis of nucleoside antibiotics possessing novel N-glycoside structures. Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, 66(11), 1105-1115. https://doi.org/10.5059/yukigoseikyokaishi.66.1105

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