Please use this identifier to cite or link to this item: http://dx.doi.org/10.18419/opus-6986
Authors: Laschat, Sabine
Kunz, Horst
Title: Carbohydrates as chiral templates : stereoselective synthesis of (R)- and (S)-α-aminophosphonic acid derivatives
Issue Date: 1992
metadata.ubs.publikation.typ: Zeitschriftenartikel
metadata.ubs.publikation.source: Synthesis (1992), S. 90-95. URL http://dx.doi.org./10.1055/s-1992-34155
URI: http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-41688
http://elib.uni-stuttgart.de/handle/11682/7003
http://dx.doi.org/10.18419/opus-6986
Abstract: The stereoselective synthesis of diethyl (S)- or (R)-α-[(O-pivaloyl-hexapyranosyl) amino]benzylphosphonates is achieved via Lewis acid catalyzed addition of diethyl phosphite to O-pivaloylated N-benzylidene -β-D-galactosylamine or N-benzylidene-α-D-arabinopyranosylamine. The process can also be performed by a one-pot procedure selectively giving (S)-aminophosphonic acid derivatives from galactosylamine and (R)-aminophosphonic acid derivatives from β-L-fucosylamine as the chiral auxiliaries.
Appears in Collections:15 Fakultätsübergreifend / Sonstige Einrichtung

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