103138-18-7Relevant academic research and scientific papers
Asymmetric Deprotonation: A New Route to Chiral Compounds
Simpkins, Nigel S.
, p. 88 - 90 (1986)
Enantioselective deprotonation of symmetrically substituted ketones under kinetically controlled conditions provides chiral products in up to 74percent enantiomeric excess.
ASYMMETRIC DEPROTONATION OF PROCHIRAL KETONES USING CHIRAL LITHIUM AMIDE BASES
Cain, Christian M.,Cousins, Richard P. C.,Coumbarides, Greg,Simpkins, Nigel S.
, p. 523 - 544 (2007/10/02)
A number of chiral secondary amines have been prepared and used as precursors to the corresponding chiral lithium amide bases.Treatment of either cis-2,6-dimethylcyclohexanone or 4-tert-butylcyclohexanone with a chiral lithium amide, followed by electrophilic quench, gives chiral products in up to 88 percent enantiomeric excess.The results with 4-tert-butylcyclohexanone are in disagreement with an earlier literature report, giving products of lower enantiomeric excess but higher optical rotation.
