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- W2950506118 abstract "Two new routes to substituted aminotetrahydrofuran derivatives have been investigated. Treatment of 3,6-dihydro-2H-1,2-oxazines with hydrochloric acid in the presence of zinc provided 4-benzylamino-5-hydroxy furanose derivatives which contain a quaternary anomeric centre with a vinyl unit. Upon mesylation and subsequent heating in aqueous media 5-hydroxy-3,4,5,6-tetrahydro-1,2-oxazines were converted into novel bicyclic 1,2-oxazines with complete regio- and stereoselectivity. Cleavage of the N-O bond and subsequent debenzylation furnished enantiopure polyhydroxylated aminotetrahydrofuran derivatives which are promising ligands for selectin inhibition studies." @default.
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- W2950506118 date "2009-12-02" @default.
- W2950506118 modified "2023-10-17" @default.
- W2950506118 title "Acid-Mediated Transformations of Enantiopure 3,6-Dihydro-2H-1,2-oxazines into Functionalised Aminotetrahydrofuran Derivatives" @default.
- W2950506118 doi "https://doi.org/10.1055/s-0029-1218532" @default.
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