AN APPROACH TO CATALYTIC ENANTIOSELECTIVE PROTONATION OF PROCHIRAL LITHIUM ENOLATES

Authors
RIVIERE P KOGA K
Citation
P. Riviere et K. Koga, AN APPROACH TO CATALYTIC ENANTIOSELECTIVE PROTONATION OF PROCHIRAL LITHIUM ENOLATES, Tetrahedron letters, 38(43), 1997, pp. 7589-7592
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
43
Year of publication
1997
Pages
7589 - 7592
Database
ISI
SICI code
0040-4039(1997)38:43<7589:AATCEP>2.0.ZU;2-L
Abstract
Protonation of prochiral lithium enolates (4), prepared from racemic 2 -substituted-1-tetralones (2) via their silyl enol ethers (3), with ex cess succinimide in the presence of lithium bromide and 0.2 equivalent of a chiral tetradentate amine ((R)-1) in toluene at -78 degrees C ga ve optically active 2 in up to 83% ee. (C) 1997 Elsevier Science Ltd.