A NEW CHIRAL LITHIUM AMIDE BASED ON (S)-2-[1-(3,3-DIMETHYL)PYRROLIDINYLMETHYL] PYRROLIDINE - SYNTHESIS, NMR-STUDIES AND USE IN THE ENANTIOSELECTIVE DEPROTONATION OF CYCLOHEXENE OXIDE
Azq. Khan et al., A NEW CHIRAL LITHIUM AMIDE BASED ON (S)-2-[1-(3,3-DIMETHYL)PYRROLIDINYLMETHYL] PYRROLIDINE - SYNTHESIS, NMR-STUDIES AND USE IN THE ENANTIOSELECTIVE DEPROTONATION OF CYCLOHEXENE OXIDE, Tetrahedron : asymmetry, 9(7), 1998, pp. 1223-1229
A new chiral lithium amide has been designed starting from (S)-proline
. This new chiral lithium amide has been used for asymmetric deprotona
tion/ring opening of cyclohexene oxide to give (S)-2-cyclohexen-1-ol i
n 88% yield and 78% enantiomeric excess. NMR studies of the lithium am
ide and the ligand-substrate complex are also presented. (C) 1998 Else
vier Science Ltd. All rights reserved.