Rheosmin (?Raspberry Ketone?) and Zingerone, and Their Preparation by Crossed Aldol-Catalytic Hydrogenation Sequences
Abstract
Preparations of the two closely-related natural products rheosmin (“raspberry ketone”, 4-(4′-hydroxyphenyl)-2-butanone) and zingerone (4-(4′-hydroxy-3′-methoxyphenyl)-2-butanone), are well-suited for the introductory organic laboratory. The crossed-aldol condensation of 4-hydroxybenzaldehyde with acetone gives an adduct (4-(4′-hydroxyphenyl)-3-buten-2-one), which is hydrogenated cleanly over rhodium on alumina to form rheosmin. Condensation of...
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Paper Details
Title
Rheosmin (?Raspberry Ketone?) and Zingerone, and Their Preparation by Crossed Aldol-Catalytic Hydrogenation Sequences
DOI
Published Date
Aug 1, 1996
Journal
Volume
1
Issue
3
Pages
1 - 18
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