Palladium(II) catalyzed oxidation of naturally occurring terpenes with dioxygen

✍ Scribed by Elena Gusevskaya; JoséAilton Gonsalves

• Publisher: Elsevier Science
• Year: 1997
• Tongue: English
• Weight: 723 KB
• Volume: 121
• Category: Article
• ISSN: 1381-1169
• DOI: 10.1016/s1381-1169(97)00006-x

✦ Synopsis

Limonene can be efficiently and selectively oxidized by dioxygen at 6040°C in glacial acetic acid containing LiCl, in the presence of the PdCl,-CuCl, catalytic combination, giving rise to the fonaatioa ofrmu.T~acetareasthe~ product. Several concurrent transformations of limoncne occur in the reaction s&&us, i.e., isomerization, acetic acid addition, and allylic oxidation. The effect of the reaction variables on the pduct d&&utkm and reactkm rate has been studied. The most favorable coRditions for the carveyl acetate synthesis have been formd. The reactions of a-gktme aud /3-pinene under the same conditions yield a mixture of carveyl acetate, a-terpenyl acetate, bornyl &lo&k and fenchyl chloride. The activity of the Pd(OAc),-LiNO, combination in the oxidation of limonew, a-pinene, and &inene has also been examined.