Abstract
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.
Original language | English |
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Pages (from-to) | 8618-8621 |
Number of pages | 4 |
Journal | Journal of Organic Chemistry |
Volume | 67 |
Issue number | 24 |
DOIs | |
Publication status | Published - 29 Nov 2002 |
Keywords
- ENANTIOSELECTIVE SYNTHESIS
- OXAZABOROLIDINE CATALYSTS
- REDUCTION
- DERIVATIVES
- ACIDS