C-3-SYMMETRICAL TRIPODAL TETRAAMINES - PREPARATION FROM CHIRAL AMINO-ALCOHOLS VIA AZIRIDINES

Authors
CERNERUD M ADOLFSSON H MOBERG C
Citation
M. Cernerud et al., C-3-SYMMETRICAL TRIPODAL TETRAAMINES - PREPARATION FROM CHIRAL AMINO-ALCOHOLS VIA AZIRIDINES, Tetrahedron : asymmetry, 8(15), 1997, pp. 2655-2662
Citations number
42
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
15
Year of publication
1997
Pages
2655 - 2662
Database
ISI
SICI code
0957-4166(1997)8:15<2655:CTT-PF>2.0.ZU;2-2
Abstract
Enantiopure N-sulfonylaziridines, conveniently obtained from readily a vailable enantiopure amino alcohols, undergo smooth ring opening react ions using ammonia as a nucleophile to yield tripodal tetradentate C-3 -symmetric amines. N-alkylation and subsequent removal of the sulfonyl groups provide access to alkyl-substituted analogs. (C) 1997 Elsevier Science Ltd.