103189-92-0Relevant academic research and scientific papers
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.
Asymmetric Deprotonation: A New Route to Chiral Compounds
Simpkins, Nigel S.
, p. 88 - 90 (2007/10/02)
Enantioselective deprotonation of symmetrically substituted ketones under kinetically controlled conditions provides chiral products in up to 74percent enantiomeric excess.
