FIRST SYNTHESIS OF ENANTIOMERICALLY PURE N-PROTECTED BETA-AMINO-ALPHA-KETO ESTERS FROM ALPHA-AMINO-ACIDS AND DIPEPTIDES

Authors
DARKINS P MCCARTHY N MCKERVEY MA ODONNELL K YE T WALKER B
Citation
P. Darkins et al., FIRST SYNTHESIS OF ENANTIOMERICALLY PURE N-PROTECTED BETA-AMINO-ALPHA-KETO ESTERS FROM ALPHA-AMINO-ACIDS AND DIPEPTIDES, Tetrahedron : asymmetry, 5(2), 1994, pp. 195-198
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
2
Year of publication
1994
Pages
195 - 198
Database
ISI
SICI code
0957-4166(1994)5:2<195:FSOEPN>2.0.ZU;2-X
Abstract
A racemization-free route from N-protected alpha-amino acids and dipep tides to N-protected beta-amino-alpha-keto esters is described, involv ing the sequence: diazoketone formation. Wolff rearrangement in methan ol, diazo transfer, and oxidation with dimethyldioxirane.