Enantioselective protonation of lithium enolates with chiral imides possessing a chiral amide

Citation
A. Yanagisawa et al., Enantioselective protonation of lithium enolates with chiral imides possessing a chiral amide, B CHEM S J, 72(10), 1999, pp. 2337-2343
Citations number
44
Categorie Soggetti
Chemistry
Journal title
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
ISSN journal
00092673 → ACNP
Volume
72
Issue
10
Year of publication
1999
Pages
2337 - 2343
Database
ISI
SICI code
0009-2673(199910)72:10<2337:EPOLEW>2.0.ZU;2-7
Abstract
New chiral imides possessing a chiral amide can be prepared from 1,3,5-trim ethyl-r-1,c-3,c-5-cyclohexanetricarboxylic acid or related triacids and opt ically active amines. These imides are superior to 1,3,5-trimethyl-c-5-[(4S ,5S)-4,5-diphenyl-2-oxazolin-2-yl]-r-1,c-3-cyclohexanedicarboximide reporte d previously as a chiral proton source for enantioselective protonation of lithium enolates of 2-alkylcycloalkanones.