Tetrahedron Asymmetry p. 1223 - 1229 (1998)
Update date:2022-07-30
Topics: Synthesis NMR spectroscopy Chiral NMR studies Enantioselective Reaction Chiral synthesis Lithium amide Cyclohexene oxide (S)-2-[1-(3,3-dimethyl)pyrrolidinylmethyl]pyrrolidine enantioselective deprotonation
Khan, Agha Zul-Qarnain
De Groot, Rimke W.
Arvidsson, Per I.
Davidsson, Oejvind
A new chiral lithium amide has been designed starting from (S)-proline. This new chiral lithium amide has been used for asymmetric deprotonation/ring opening of cyclohexene oxide to give (S)-2-cyclohexen-1-ol in 88% yield and 78% enantiomeric excess. NMR studies of the lithium amide and the ligand- substrate complex are also presented.
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