Synthesis and properties of alpha-aminocarbohydroximic esters

Authors
Thimann, W Geffken, D
Citation
W. Thimann et D. Geffken, Synthesis and properties of alpha-aminocarbohydroximic esters, Z NATURFO B, 56(6), 2001, pp. 547-553
Citations number
12
Categorie Soggetti
Chemistry
Journal title
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES
ISSN journal
09320776 → ACNP
Volume
56
Issue
6
Year of publication
2001
Pages
547 - 553
Database
ISI
SICI code
0932-0776(200106)56:6<547:SAPOAE>2.0.ZU;2-A
Abstract
Cbz protected alpha -aminonitriles 1 or alpha -aminocarboxamides 2 were con verted to imidates 3 either by Pinner reaction or by Meerwein's reagent. Su lfhydrolysis of 3 produced alpha -aminothiocarboxylic O-esters 4 which in t urn were reacted with hydroxylamine to give Cbz protected (E)-alpha -aminoc arbohydroximic eaters 5. Hydrogenolysis of 5 furnished the target compounds 6.