58342-65-7Relevant academic research and scientific papers
Selective C-H bond hydroxylation of cyclohexanes in water by supramolecular control
Yang, Bin,Cui, Jian-Fang,Wong, Man Kin
, p. 30886 - 30893 (2017/07/07)
A new approach for selective hydroxylation of non-activated cyclohexanes using dioxirane generated in situ in water through supramolecular control has been developed. Using β-CD and γ-CD as the supramolecular hosts, selective hydroxylation of cyclohexane substrates, including trans/cis-1,4-, 1,3-and 1,2-dimethylcyclohexanes and trans/cis-decahydronaphthalene, was achieved in up to 54% yield in water. Furthermore, site-selective C-H bond hydroxylation of (+)-menthol was achieved by obstructing the approach of dioxirane to the C-H bond with higher steric hindrance through inclusion complexation with β-CD and γ-CD in water.
Hydroxylation of (+)-menthol by Macrophomina phaseolina
Musharraf, Syed Ghulam,Ahmed, Muhammad Arif,Ali, Rahat Azher,Choudhary, Muhammad Iqbal
experimental part, p. 77 - 82 (2012/04/11)
Biotransformation of (+)-menthol with Macrophomina phaseolina led to hydroxylations at C-1, C-2, C-6, C-7, C-8 and C-9, with the C-8 position being preferentially oxidized. The resulting metabolites were identified as 8-hydroxymenthol (2), 6R-hydroxymenthol (3), 1R-hydroxymenthol (4), 9-hydroxymenthol (5), 2R,8-dihydroxymenthol (6), 8S,9-dihydroxymenthol (7), 6R,8-dihydroxymenthol (8), 1R,8-dihydroxymenthol (9) and 7,8-dihydroxymenthol (10). Metabolites 6-10 are described here for the first time. Their structures were characterized by spectroscopic analysis.
Biotransformation of one monoterpene by sporulated surface cultures of Aspergillus niger and Penicillium sp.
Esmaeili, Akbar,Sharafian, Shirin,Safaiyan, Shila,Rezazadeh, Shamsali,Rustaivan, Abdolhossein
experimental part, p. 1058 - 1061 (2010/08/19)
In this study, biotransformation of menthol by sporulated surface culture of Aspergillus niger and Penicillium sp. was studied. The main bioconversion product obtained from menthol of A. niger was cis-p-menthan-7-ol and the main products obtained by surfa
Enantioselective preparation of 1-hydroxy neoisopulegol and 1-hydroxy neoisomenthol
Fkyerat, Abdellatif,Tabacchi, Raffaele
, p. 2231 - 2236 (2007/10/03)
A enantioselective procedure is described for the preparation of (1R,3R,4R)-1-hydroxy isopulegol 3 and (1R,3S,4R)-1-hydroxy neoisopulegol 4 in 4 steps starting from geraniol. Their enantiomers (1S,3S,4S)-1-hydroxy isopulegol 5 and (1R,3S,4R)-1-hydroxy neo
PREPARATION OF BIOLOGICALLY ACTIVE SUBSTANCES AND ANIMAL AND MICROBIAL METABOLITES FROM MENTHOLS, CINEOLES AND KAURANES
Asakawa, Yoshinori,Matsuda, Reiko,Tori, Motoo,Hashimoto, Toshihiro
, p. 3861 - 3870 (2007/10/02)
Six monoterpenoids, l-menthol, l-menthyl acetate, iso-menthol, neo-menthol, 1,4-cineole and 1,8-cineole and one diterpene hydrocarbon, ent-kaurene were oxidized by meta-chloroperbenzoic acid or dry ozone to give various hydroxylated products and their structures elucidated by NMR spectroscopy.Some hydroxylated menthols showed plant growth inhibitory and strong mosquito repellent activity.Among the hydroxylated cineoles, microbial and animal metabolites of cineoles were included.From ent-kauranes, a plant growth inhibitory diterpene alcohol, (-)-16α-hydroxy kaurane was obtained along with 16α-kauran-13α-ol.
