STEREOSELECTIVE SYNTHESIS OF BETA-AMINO NITRILES AND 1,3-DIAMINES

Authors
REETZ MT KAYSER F HARMS K
Citation
Mt. Reetz et al., STEREOSELECTIVE SYNTHESIS OF BETA-AMINO NITRILES AND 1,3-DIAMINES, Tetrahedron letters, 35(47), 1994, pp. 8769-8772
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
47
Year of publication
1994
Pages
8769 - 8772
Database
ISI
SICI code
0040-4039(1994)35:47<8769:SSOBNA>2.0.ZU;2-V
Abstract
Chiral beta-N,N-dibenzylamino nitriles Bn(2)NCH(R)CH2CN, prepared in e nantiomerically pure form from alpha-amino acids, can be deprotonated and stereoselectively alkylated to afford beta-amino nitriles Bn(2)NCH (R)CH(R')CN with two stereogenic centers. LiAlH4-reduction leads to th e corresponding 1,3-diamines.