Formal total synthesis of β-pipitzol

IH Sánchez, MI Larraza, F Basurto, R Yafñez, S Avila…

Index: Sanchez, Ignacio H.; Larraza, Maria Isabel; Basurto, Fernando; Yanez, Ricardo; Avila, Salvador; et al. Tetrahedron, 1985 , vol. 41, # 12 p. 2355 - 2359

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Citation Number: 45

Abstract

(±)-O-methylperezone (1b) was obtained by selective oxidative demethylation of (±)- leucoperezone trimethyl ether (4a). Compound (4a) was prepared by condensation of 2, 3, 5- trimethoxytoluene (5e) with 6-methyl-5-hepten-2-one, followed by reductive removal of the tertiary alcohol. The aromatic precursor 5e was prepared in four steps from 2, 3- dimethoxytoluene (5a) and, alternatively, in three steps from 5-bromoveratraldehyde (6a). ...