Diastereoselective Synthesis of All Eight l-Hexoses from l-Ascorbic Acid

A novel versatile method for the synthesis of all eight diastereomerically pure l-hexoses was developed. l-Ascorbic acid was converted to two diastereomers A. These α-hydroxy esters were transformed into four γ-alkoxy-α,β-unsaturated esters C via the intermediates B and subsequent Wittig olefination...

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Veröffentlicht in:	Journal of organic chemistry 2006-01, Vol.71 (2), p.693-703
Hauptverfasser:	Ermolenko, Ludmila, Sasaki, N. André
Format:	Artikel
Sprache:	eng
Schlagworte:	Ascorbic Acid Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides Carbohydrates. Nucleosides and nucleotides Chemical Sciences Chemistry Exact sciences and technology Hexoses - chemical synthesis Hexoses - chemistry Indicators and Reagents Models, Molecular Molecular Conformation Organic chemistry Preparations and properties Stereoisomerism
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