502687-12-9Relevant academic research and scientific papers
New homochiral ketoalcohols from aldol reactions of (+)-isomenthone and reversal of diastereoselectivity
Chughtai, Jameel H.,Gardiner, John M.,Harris, Steven G.,Parsons, Simon,Rankin, David W. H.,Schwalbe, Carl H.
, p. 9043 - 9046 (1997)
Aldol reaction of (+)-isomenthone lithium enolate with aryl and alkyl aldehydes proceeds with complete diastereocontrol at the α-carbon (C6), but the stereochemical outcome at the secondary alcohol stereocentre (established by X-ray crystal structure determinations) can be unexpectedly, reversed by changing reaction quenching temperature. This provides a route to a range of new homochiral ketoalcohols.
