Tetrahedron Letters p. 9043 - 9046 (1997)
Update date:2022-08-05
Topics:
Chughtai, Jameel H.
Gardiner, John M.
Harris, Steven G.
Parsons, Simon
Rankin, David W. H.
Schwalbe, Carl H.
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.
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(1997)
