102488-07-3Relevant articles and documents
Novel synthesis of degradation products of carotenoids, megastigmatrienone analogues and blumenol-A
Ito, Nobuhiko,Etoh, Takeaki,Hagiwara, Hisahiro,Kato, Michiharu
, p. 1571 - 1579 (2007/10/03)
Synthesis of 4-alkylidene-3,5,5-trimethylcyclohex-2-enones 7 has been achieved utilising 1,4-conjugate dehydrobromination of allylic bromides 5 as a key step. This chemical transformation is applied to the synthesis of degradation products of carotenoids: megastigmatrienones 7e/1-4,4-methylene-3,5,5-trimethylcyclohex-2-enone 7a, 4-(3-hydroxybutylidene)-3,5,5-trimethylcyclohex-2-enone 9,1,3,7,7-tetramethyl-2-oxabicyclo[4.4.0]dec-5-en-9-one 10a-b and 3,4,7,8-tetrahydro-4,4,7-trimethylnaphthalen-2(6H)-one 15. A novel photoisomerisation of 4-[(Z)-3-acetoxybut-2-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-enone 19 to 4-[(E)-3-acetoxybut-2-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-enone 20 enables us to synthesise blumenol-A 21.
Synthesis and Enantiodifferentiation of Isomeric 2,3,5,6,8,8a-Hexahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-ones(3,4-Dihydro-3-oxoedulans)
Schmidt, Gertraut,Neugebauer, Wolfgang,Winterhalter, Peter,Schreier, Peter
, p. 1898 - 1902 (2007/10/03)
The benzopyran derivatives 1a-d were prepared in a biomimetic type reaction from their presumed natural precursor 3-oxo-retro-α-ionol, which was available from α-ionone by tert-butyl chromate oxidation, reduction with NaBH4, and subsequent rearrangement o
