Synthetic Communications

Synthesis of 2, 5, 5-Trimethylhepta-2, 6-Dien-4-One (Artemisia Ketone) I. Using a Rearrangement of an Intermediate Sulfonium Ylide

D Michelot, G Linstrumelle, S Julia

Index: Michelot,D. et al. Synthetic Communications, 1977 , vol. 7, p. 95 - 102

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Citation Number: 6

Abstract

Artemisia ketone is a naturally occurring monoterpene having the typical, l, 3 bonding of two isoprene units. The synthesis of alcohols 2, amines and sulfides having this skeleton has been effected by (2, 3) sigmatropic reorrongements of appropriate ylides and carbanions. As the allenic thioether 5 could be a precursor of artemisia ketone, we have investigated-5 by the coupling of the two isoprenoid moieties 1 and 2 the formation of