Optically Active Cyclopentanones from Chiral Malonates: A Versatile Approach to (+)-α-and (-)-β-Cuparenones
- 1 January 1991
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1991 (01) , 60-62
- https://doi.org/10.1055/s-1991-20630
Abstract
Optically active α- and β-cuparenones (2,2,3-trimethyl-3 p-tolylcyclopentanone and 3,3,4-trimethyl-4-p-tolylcyclopentanone) are obtained from chiral malonate (+)-3 (methyl hydrogen (R)-methyl(p-tolyl)malonate) via ketoaldehyde (-)-15 (2-methyl-4-oxo-2-p-tolylpentanal) and succinate (+)-7 dimethyl (S)-2-methyl-2-p-tolylsuccinate), respectively. Furthermore, syntheses of the new chiral γ-butyrolactones (+)-12 and (+)-17 are also reported.Keywords
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