Terpenes acetoxylation

The anodic acetoxylation of olefinic terpenes was used for the synthesis of new fragrances (Kuraray 38-42 )... 

Butene-1,4-diol is obtained by hydrolysis of 1,4-diacetoxybutene and is an intermediate for the production of tetrahydrofuran, pharmaceuticals, terpenes, polyesters, etc. [62, 63]. According to eq. (20), 1,4-diacetoxybutene is formed by acetoxylation of butadiene over a palladium catalyst. 

Acetoxylation is a valuable method for the introduction of an OH group into organic compounds, which can be used for further syntheses. In Section 3.3.14.2 it has been mentioned that acetoxylation of higher and cyclic olefins with palladium salts, or catalyzed by palladium salts or metal, mostly leads to allylic derivatives. This also takes place in the catalytic acetoxylation of terpenic olefins [79, 80]. 

Palladium-catalyzed allylic acetoxylation has also been applied to terpene substrates [17], e. g. (/ )-limonene (Eq. 2), albeit using stoichiometric amounts of Cu(II) or benzoquinone as the oxidant. 

Acid-catalyzed hydration and acetoxylation of terpenes are important synthetic routes to terpenols and terpene esters that are used in perfumery and flavoring compositions. Such perfume ingredients as dihydromyrcenol (DHM-OH) and dihydro-myrcenyl acetate (DHM-OAc) are prepared by the hydration and acetoxylation of dihydromyrcene (DHM) (Scheme 6). 

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