Synthesis of 2-acetyl-5-(1,2,3,4,5,6-hexahydroxyhexyl)thiazoles

A.T. Ung, S.G. Pyne, G.R. Jeoffreys, Brian Skelton, Allan White

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The syntheses of two diastereoisomers of 2-acetyl-5-(1,2,3,4,5,6-hexahydroxyhexyl)thiazole are reported. The synthesis of these diastereoisomers involved the coupling of 5-metallated 2-(1,1-dimethoxyethyl)thiazole with a Weinreb amide derived from delta-gluconolactone, followed by asymmetric reduction of the ketone thus prepared. The stereochemistries and structures of some key compounds were determined by single-crystal X-ray structural analysis.
Original languageEnglish
Pages (from-to)297-303
JournalMONATSHEFTE FUR CHEMIE
Volume142
DOIs
Publication statusPublished - 2011

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