Evaluation of a pseudoephedrine linker for asymmetric alkylations on solid phase.
[reaction: see text] Immobilized pseudoephedrine amides have been conveniently prepared by attachment of pseudoephedrine to Merrifield resin and acylation on nitrogen. Deprotonation and alkylation of the resin bound amides proceeds smoothly. Products were cleaved from the resin to give ketones and alcohols in high enantiomeric excess and moderate to good overall yield.
Hutchison
Panee C
PC
Department of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow, G12 8QQ, United Kingdom.
Heightman
Tom D
TD
Procter
David J
DJ