Double diastereocontrol in the synthesis of enantiomerically pure polyoxamic acid

Authors
Harwood, LM Robertson, SM
Citation
Lm. Harwood et Sm. Robertson, Double diastereocontrol in the synthesis of enantiomerically pure polyoxamic acid, CHEM COMMUN, (23), 1998, pp. 2641-2642
Citations number
12
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
23
Year of publication
1998
Pages
2641 - 2642
Database
ISI
SICI code
1359-7345(199812):23<2641:DDITSO>2.0.ZU;2-Q
Abstract
Polyoxamic acid 4 is prepared by a short and efficient process involving di astereochemically matched cycloaddition of 5-(S)-phenylmorpholin-2-one 1 wi th (S)-glyceraldehyde acetonide 2, followed by sequential hydrolysis and hy drogenolysis of the adduct.