Diastereomeric amides from rac-3,3 ',4,4 '-tetramethyl-1,1 '-diphosphaferrocene-2-carboxylic acid and (S)-alpha-phenylethylamine: separation and determination of absolute configuration

Authors
Klys, A Nazarski, RB Zakrzewski, J
Citation
A. Klys et al., Diastereomeric amides from rac-3,3 ',4,4 '-tetramethyl-1,1 '-diphosphaferrocene-2-carboxylic acid and (S)-alpha-phenylethylamine: separation and determination of absolute configuration, J ORGMET CH, 627(2), 2001, pp. 135-138
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
627
Issue
2
Year of publication
2001
Pages
135 - 138
Database
ISI
SICI code
0022-328X(20010511)627:2<135:DAFR''>2.0.ZU;2-B
Abstract
Reaction of racemic 3,3',4,4'-tetramethyl-1,1'-diphosphaferrocene-2-carboxy lic acid 1 with (S)-alpha -phenylethylamine in the presence of benzotriazol -1-yl-oxytris-(dimethylamino hexafluorophosphate and diisopropylethylamine leads to diastereomeric amides, (S,R)-2 and (S,S)-2. The diastereomers were separated by column chromatography and their absolute configurations were determined from NMR data supported by molecular modeling. (C) 2001 Elsevier Science B.V. All rights reserved.