SYNTHESIS OF A 2-HYDROXYMETHYL-DIHYDROPYRIDONE-SYSTEM AS A FLEXIBLE BUILDING-BLOCK FOR THE PREPARATION OF AZASUGARS

Authors
ALTENBACH HJ WISCHNAT R
Citation
Hj. Altenbach et R. Wischnat, SYNTHESIS OF A 2-HYDROXYMETHYL-DIHYDROPYRIDONE-SYSTEM AS A FLEXIBLE BUILDING-BLOCK FOR THE PREPARATION OF AZASUGARS, Tetrahedron letters, 36(28), 1995, pp. 4983-4984
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
28
Year of publication
1995
Pages
4983 - 4984
Database
ISI
SICI code
0040-4039(1995)36:28<4983:SOA2AA>2.0.ZU;2-S
Abstract
mCPBA induced oxidative cyclization of the aminoalcohol 1a under compl ete stereocontrol, generating after acetal formation a new diastereome rically pure key intermediate 2b for the flexible synthesis of azasuga rs. 2b could be converted to protected rac-mannonojirimycin 3 in only three steps.