Synthesis of (±)-[6]-gingerol (pungent principle of ginger) and relatives via directed aldol reactions
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 18,p. 712-713
- https://doi.org/10.1039/c39760000712
Abstract
Selective deprotonation of trimethylsilyl zingerone (2: R = Me3Si) and trimethylsilylvanillylacetone (7:R = Me3Si) can be effected; the resulting anions condense readily with aldehydes and acylimidazoles to provide short syntheses of the ginger root constituents (±)-[4]-, (±)-[6]-(an organoleptic principle), (±)-[10]-gingerol, and di-O-methylhexahydrocurcumin, and the related dehydro-[6]-gingerol and [6]-gingerdione.This publication has 1 reference indexed in Scilit:
- Biosynthesis of [6]-gingerol, pungent principle of Zingiber officinaleJournal of the Chemical Society, Chemical Communications, 1976