Journal of the Indian Chemical Society

Facile total synthesis of (′)-α-herbertenol,(′)-1, 4-cuparenediol and ()-cuparene-1, 4-quinone

A Pal, PD Gupta, D Mukherjee

Index: Pal, Ashutosh; Gupta, Pranab Dutta; Mukherjee, Debabrata Journal of the Indian Chemical Society, 2003 , vol. 80, # 11 p. 989 - 995

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Abstract

Résumé/Abstract The total syntheses of the bicyclic sesquiterpene phenols (′)-α- herbertenol (1) and (′)-1, 4-cuparenediol (2) have been successfully accomplished involving copper-catalysed conjugate addition of Grignard reagents to unsaturated dinitriles and α, α-dimethylation of primary esters as key reactions. Oxidation of 2 afforded the sesquiterpene quinone 3.