A convenient procedure for the synthesis of allyl and benzyl ethers from alcohols and phenols

Abstract

Allyl and benzyl ethers of alcohols can be prepared conveniently and in high yield with allyl and benzyl bromide in the presence of solid potassium hydroxide without use of any solvent. Phenols can be converted to allyl ethers but are inert to benzylation under above conditions.

Relay Cross Metathesis for the Iterative Ascent of the Terpenoids

“…To ascend the terpenoids, we envisioned the ReXM of a suitably derivatized O-allyl geraniol (or nerol) to a naturally occurring monoterpene. Accordingly, O-allyl geraniol-derived [20] epoxide 3a, diol 4 and acetonide 5a, and also O-allyl nerol-derived epoxide 3b were prepared as potential relay partners (Figure 2). Des-allyl alcohol 5b and 'truncated' alkene 5c were also prepared as control substrates.…”

New Heat Transfer Fluids (HTFs) for Solar Thermal Applications

“…Benzyl ethers (2) were prepared under phase transfer catalysis (PTC) under solventless conditions (Scheme 1). Here, the authors fell back upon a strategy by Rao and Senthilkumar [8] for the etherification of alkyl bromides and alkanols, which uses ground potassium hydroxide as base and tetralkylammonium halides as phase transfer catalysts. However, the authors could show that not only liquid alkyl bromides and alkanols can undergo the reaction under the solventless conditions, but that the reactions go equally well, if one or both of the reaction partners are solids.…”

Structural Modification of Lignan Compounds Isolated From Nectandra Species (Lauraceae)

“…The filtrate was concentrated and distilled under reduced pressure in a rotary evaporator to remove the excess unreacted benzyl bromide. The residue was chromatographed on silica gel (hexane/AcOEt= 8/2) and sephadex lH-20 in open column chromatography to give 1-(benzyloxy)-4-(4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl)-2-methoxybenzene, 80% (tl-3) [12,13]. Figure 15).…”