alpha.-Amino acids as chiral educts for asymmetric products. Chirospecific syntheses of methyl L-sibirosaminide and its C-3 epimer from L-allothreonine

Efficient syntheses of methyl L-sibirosaminide and its C-3 epimer are described using L-allothreonine as the chiral educt. Amino acylations of organometallics with the lithium salt of N-(phenylsulfonyl)-L-allothreonine constitute the key carbon-carbon bond-forming steps. The resulting methyl and vin...

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Veröffentlicht in:	Journal of organic chemistry 1985-02, Vol.50 (3), p.325-332
Hauptverfasser:	Maurer, Peter J, Knudsen, Christopher G, Palkowitz, Alan D, Rapoport, Henry
Format:	Artikel
Sprache:	eng
Schlagworte:	Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides Carbohydrates. Nucleosides and nucleotides Chemistry Condensed matter: structure, mechanical and thermal properties Exact sciences and technology Heterocyclic compounds L-allothreonine methyl L-sibirosaminide Organic chemistry Organic compounds Physics Preparations and properties Structure of solids and liquids crystallography Structure of specific crystalline solids
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