Synthesis of 3,6‑O‑(o‑Xylylene)glucopyranosyl Fluoride, an Axial-Rich Glycosyl Donor of β‑Glycosylation

Despite the reported complete β-selectivity in glycosylation with 2,4-di-O-benzyl-3,6-O-(o-xylylene)glucopyranosyl fluoride, its preparation has been inefficient. This paper describes an improved route for the donor, including the formation of the 3,6-bridge on 1,2,4-orthoacetylglucose, the preparat...

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Veröffentlicht in:	Journal of organic chemistry 2013-09, Vol.78 (18), p.9482-9487
Hauptverfasser:	Asakura, Noriaki, Motoyama, Atsushi, Uchino, Takuya, Tanigawa, Kotaro, Yamada, Hidetoshi
Format:	Artikel
Sprache:	eng
Schlagworte:	Glucose - analogs & derivatives Glucose - chemical synthesis Glucose - chemistry Glycosylation Molecular Conformation Xylenes - chemical synthesis Xylenes - chemistry
Online-Zugang:	Volltext
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