TL;DR: The racemate and enantiomers of patchouli alcohol have been synthesized by stereocontrolled routes as mentioned in this paper, and the olfactive properties of the patches are reported.
Abstract: The racemate and both enantiomers of patchouli alcohol have been synthesized by stereocontrolled routes. The olfactive properties of the patchouli alcohols prepared are reported.
TL;DR: In this paper, four strains of Pithomyces species were found to carry out regio-selective hydroxylation of patchoulol, a sesquiterpene, to 10-hydroxypatchoulol.
Abstract: Of some 350 microorganisms screened, four strains of Pithomyces species were found to carry out regio-selective hydroxylation of patchoulol, a sesquiterpene, to 10-hydroxypatchoulol: Pithomyces sp. NRJ201, P. chartarum NRJ210, and, to a lesser extent, P. cynodontis ATCC 26150 and P. atro-olivaceus IFO 6651 were found to catalyze this reaction. A method has been developed by which 10-hydroxypatchoulol was obtained in 25 to 45% yields in 1- to 5-liter fermentation jars at 2 to 4 g of patchoulol per liter and isolated as pure material in 30% yields.
TL;DR: In this paper, the carbon connectivity pattern established for patchoulol by the determination of all one-bond carbon-carbon coupling constants at natural abundance was established and spectral analysis was performed.
Abstract: Unambiguous 13C n.m.r. spectral analysis has been accomplished and the carbon connectivity pattern established for patchoulol (1) by the determination of all one-bond carbon–carbon coupling constants at natural abundance.
TL;DR: Screening for a specific hydroxylator of patchoulol at C-10 position was conducted among fungal strains.
Abstract: Screening for a specific hydroxylator of patchoulol at C-10 position was conducted among fungal strains KEYWORDS Patchoulol; microbial transformation; microbiological hydroxylation; Penicillium rubrum; Paecilomyces carneus