ASYMMETRIC-SYNTHESIS OF ALPHA-TRIFLUOROMETHYL SUBSTITUTED AMINO-ACIDSVIA 3-HYDROXY-3-TRIFLUOROMETHYL-2,5-DIKETOPIPERAZINES

Authors
SEWALD N SEYMOUR LC BURGER K OSIPOV SN KOLOMIETS AF FOKIN AV
Citation
N. Sewald et al., ASYMMETRIC-SYNTHESIS OF ALPHA-TRIFLUOROMETHYL SUBSTITUTED AMINO-ACIDSVIA 3-HYDROXY-3-TRIFLUOROMETHYL-2,5-DIKETOPIPERAZINES, Tetrahedron : asymmetry, 5(6), 1994, pp. 1051-1060
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
6
Year of publication
1994
Pages
1051 - 1060
Database
ISI
SICI code
0957-4166(1994)5:6<1051:AOASA>2.0.ZU;2-K
Abstract
The diastereoselective reaction of organometallic compounds (RMgX, R(2 )Cd) with in situ generated trifluoromethyl substituted cyclic acyl im ines representing homochiral alpha-electrophilic 3,3,3-trifluoroalanin e equivalents gives 3-alkyl-3-trifluoromethyl-2,5-diketopiperazines. T he corresponding homochiral dipeptide esters are obtained on acidolysi s in methanol.