Synthesis p. 864 - 866 (1989)
Update date:2022-08-04
Topics:
Kaga, Harumi
Miura, Masakatsu
Orito, Kazuhiko
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.
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