212832-31-0Relevant articles and documents
2,6-cyclolycopene-1,5-diol: Total synthesis of a naturally occurring oxidation product of lycopene
Traber, Bruno,Pfander, Hanspeter
, p. 9011 - 9022 (1998)
2,6-Cyclolycopene-1,5-diol (3) was synthesized in 9 steps starting from α-terpinyl acetate (11). This represents the first total synthesis of an oxidative metabolite of lycopene (2). The synthesis was performed according to a C15 + C10 + C15 = C40 strategy using the Wittig olefination to couple the end groups to the central building block. An intramolecular aldol addition was used to introduce two new stereocenters with a defined relative stereochemistry.
THE STEREOSPECIFIC HYDROXILATION OF ENDOCYCLIC ETHYLENIC LINKAGE IN THE BIOTRANSFORMATION OF α- TERPINYL ACETATE WITH CULTURED SUSPENSION CELLS OF NICOTIANA TABACUM
Hirata, Toshifumi,Lee, Ym Sook,Suga, Takayuki
, p. 671 - 674 (2007/10/02)
The biotransformation of (+/-)-8-acetoxy-p-menth-1-ene (α-terpinyl acetate) with the cultured cells of Nicotiana tabacum was found to result in the predominant formation of 8-acetoxy-c-4-p-menthane-r-1, t-2-diol.This experimental result indicates that the hydroxylation of the endocyclic ethylenic linkage with the cultured suspension cells is stereospecific.