ASYMMETRIC-SYNTHESIS OF BETA-N-SUBSTITUTED ALPHA,BETA-DIAMINO ACIDS VIA A CHIRAL COMPLEX OF NI-II WITH A DEHYDROALANINE DERIVATIVE

Authors
SAGIYAN AS AVETISYAN AE DJAMGARYAN SM DJILAVYAN LR GYULUMYAN EA GRIGORYAN SK KUZMINA NA ORLOVA SA IKONNIKOV NS LARICHEV VS TARAROV VI BELOKON YN
Citation
As. Sagiyan et al., ASYMMETRIC-SYNTHESIS OF BETA-N-SUBSTITUTED ALPHA,BETA-DIAMINO ACIDS VIA A CHIRAL COMPLEX OF NI-II WITH A DEHYDROALANINE DERIVATIVE, Russian chemical bulletin, 46(3), 1997, pp. 483-486
Citations number
10
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
46
Issue
3
Year of publication
1997
Pages
483 - 486
Database
ISI
SICI code
1066-5285(1997)46:3<483:AOBAAV>2.0.ZU;2-S
Abstract
Asymmetric synthesis of beta-N-substituted (S)-alpha,beta-diamino acid s was accomplished by Michael addition of amines to the Ni-II complex of the Schiff base derived from (S)-2-[N-(N'-benzylprolyl)amino)benzop henone (BPB) and dehydroalamine. Diastereoselectivity of the reaction is kinetically and thermodynamically controlled. The chiral auxiliary reagent, BPB, can be recovered and reused.