74219-28-6Relevant articles and documents
One-pot anodic lactonization of Fenchone and Menthone and electrosynthesis of a new magnolione analogue
Batanero, Belen,Recio, Javier,Barba, Fructuoso
, p. 29 - 33 (2016/03/19)
The terpenoid cycloalkanones Fenchone and Menthone have been oxidized at a platinum anode under neutral and alkaline electrolyte conditions. When NaClO4 was used as electrolyte, Fenchone (1a) afforded 1-isopropyl-4-methyl-2-oxa-bicyclo[2.2.1]he
BIOTRANSFORMATION OF 3-OXO-p-MENTHANE DERIVATIVES BY CULTURED CELLS OF NICOTIANA TABACUM
Suga, Takayuki,Hirata, Toshifumi,Hamada, Hiroki,Murakami, Satoru
, p. 1041 - 1044 (2007/10/02)
The biotransformation of (1R)-(+)-p-menth-4(8)-en-3-one and (1R,4S)-(-)- and (1R,4R)-(+)-p-menth-3-ones with a suspension of cultured cells of Nicotiana tabacum was investigated.It was found that (i) the cultured cells regio- and stereoselectively hydroxylated the 4-position of (1R,4S)- and (1R,4R)-p-menth-3-ones to give (1R,4R)- and (1R,4S)-4-hydroxy-p-menth-3-ones, respectively and (ii) the cultured cells stereoselectively reduced the C-C double bond of the p-menth-4(8)-en-3-one from the si-face at C-4 and then the carbonyl group from the re-face.Key Word Index: Nicotiana tabacum; Solanaceae; tissue culture; biotransformation; hydroxylation; reduction; stereoselectivity; 3-oxo-p-menthanes.
Stereoselectivity in Oxidative and Reductive Transformations of p-Menthane Derivatives with the Cultured Cells of Nicotiana tabacum
Suga, Takayuki,Hamada, Hiroki,Hirata, Toshifumi,Izumi, Shunsuke
, p. 903 - 906 (2007/10/02)
The biotransformation of the enantiomeric pairs of 2- and 3-oxygenated p-methane derivatives with the cultured cells of Nicotiana tabacum was investigated.It was found that (I) the cultured cells transform only 2-oxygenated p-menthane derivatives to a great extent, (ii) the cultured cells cause the highly stereospecific reduction for (1R,4R)-2-oxo-p-menthane, whereas this is not the case for its enantiomer, and (iii) the cultured cells enantioselectively oxidize the hydroxyl group of 2-hydroxyl-p-methanes.