A CHIRAL RELAY AUXILIARY FOR THE SYNTHESIS OF HOMOCHIRAL ALPHA-AMINO-ACIDS

Authors
BULL SD DAVIES SG EPSTEIN SW LEECH MA OUZMAN JVA
Citation
Sd. Bull et al., A CHIRAL RELAY AUXILIARY FOR THE SYNTHESIS OF HOMOCHIRAL ALPHA-AMINO-ACIDS, Journal of the Chemical Society. Perkin transactions. I (Print), (15), 1998, pp. 2321-2330
Citations number
48
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I (Print) → ACNP
ISSN journal
0300922X
Issue
15
Year of publication
1998
Pages
2321 - 2330
Database
ISI
SICI code
0300-922X(1998):15<2321:ACRAFT>2.0.ZU;2-L
Abstract
A new chiral auxiliary s(p-methoxybenzyl)-3-isopropylpiperazine-2,5-di one 7 has been developed for the asymmetric synthesis of a-amino acids . The auxiliary 7 employs a novel chiral relay network based on non-st ereogenic N-benzyl protecting groups which enhance the diastereoselect ivity observed during alkylation of its C-6 enolate 25.