An enantioselective synthesis of (R)-salbutamol has been carried out using the chiral, C-2\ symmetric acyl anion equivalent, (1-R,3R)-1,3-dithiane 1,3-dioxide, which undergoes addition to an aromatic aldehyde with very high stereocontrol at 0 degreesC. Pummerer reaction and work-up with lithium ethanethiolate generated the alpha-hydroxy thiolester in high yield and further transformations led to the target compound with high enantiomeric excess.
|Number of pages||4|
|Journal||Journal of Organic Chemistry|
|Publication status||Published - 29 Nov 2002|
- ENANTIOSELECTIVE SYNTHESIS
- OXAZABOROLIDINE CATALYSTS