79734-43-3Relevant articles and documents
Synthesis and Enantiodifferentiation of Isomeric 3,5,6,8a-Tetrahydro-2,5,5,8a-tetramethyl-2H-1-benzopyrans (Edulans I and II)
Schmidt, Gertraut,Full, Gerhard,Winterhalter, Peter,Schreier, Peter
, p. 185 - 188 (1995)
The benzopyran derivatives 1a-d were prepared in a biomimetic-type reaction from their natural precursor 3-hydroxy-retro-α-ionol (6) which was available from α-ionol by tert-butyl chromate oxidation, reduction with NaBH4, and subsequent rearrangement of t
Fungi-mediated biotransformation of the isomeric forms of the apocarotenoids ionone, damascone and theaspirane
Serra, Stefano,De Simeis, Davide
, (2019/01/16)
In this work, we describe a study on the biotransformation of seven natural occurring apocarotenoids by means of eleven selected fungal species. The substrates, namely ionone (α-, β- and γ-isomers), 3,4-dehydroionone, damascone (α- and β-isomers) and theaspirane are relevant flavour and fragrances components. We found that most of the investigated biotransformation reactions afforded oxidized products such as hydroxy- keto- or epoxy-derivatives. On the contrary, the reduction of the keto groups or the reduction of the double bond functional groups were observed only for few substrates, where the reduced products are however formed in minor amount. When starting apocarotenoids are isomers of the same chemical compound (e.g., ionone isomers) their biotransformation can give products very different from each other, depending both on the starting substrate and on the fungal species used. Since the majority of the starting apocarotenoids are often available in natural form and the described products are natural compounds, identified in flavours or fragrances, our biotransformation procedures can be regarded as prospective processes for the preparation of high value olfactory active compounds.
Co(acac)catalyzed allylic and benzylic oxidation by tert -butyl hydroperoxide
Han, Xiaoqiang,Zhou, Ziyuan,Wan, Chuan,Xiao, Yumei,Qin, Zhaohai
, p. 615 - 620 (2013/03/29)
Various allylic and benzylic substrates were oxidized to the corresponding enones, arenealdehydes and aryl ketones in good yields with tert-butyl hydroperoxide in the presence of catalytic amounts of Co(acac)under mild conditions. The reactivity, selectivity, and scope of the reaction were investigated. Georg Thieme Verlag Stuttgart. New York.