H. Kaga, M. Miura, K. Orito*
Apr 10, 1990
Citations
1
Influential Citations
6
Citations
Journal
ChemInform
Abstract
Huang-Minlon reduction of 8-methyl-7-oxononanoic acid (4ba), obtained by the acylation of cyclohexanone enamine 2a with 2-methylpropanoyl chloride (1b) followed by ring cleavage of the resultant β-diketone 3ba affords 8-methylnonanoic acid (5ba), the chloride of which reacts readily with 4-hydroxy-3-methoxybenzylamine to give dihydrocapsaicin (7ba). This reaction sequence works also efficiently for other dihydrocapsaicinoids such as 7aa and 7bb