A practical route to 2-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclohexan-1-one was developed, featuring the use of inexpensive starting materials/reagents and readily attainable reaction conditions. The overall transformation was achieved in 53% yield with one chromatographic purification via NaOH-mediated aldol condensation, ethylene glycol protection of the ketone group in the presence of HC(OEt)/concd HCl, saturation of the C=C bond and the benzene ring with Al-Ni alloy in aqueous KOH, and oxidation of the intermediate cyclohexanol with aqueous NaClO/TEMPO/KBr.
View Article and Find Full Text PDFA range of allylic alcohols are shown to readily react with ethereal HO in the presence of catalytic amounts of NaMoO-gly or MoO(acac), affording the C═C trans hydroxylation-hydroperoxylation products in good yields with high regio- and stereoselectivity. Use of enantiomers of cyclic substrates resulted in corresponding enantiopure diol--hydroperoxides. The possibility of further conversion of the diol--hydroperoxides into triols or linear building blocks with an isolated -peroxy group containing a quaternary center is also exemplified.
View Article and Find Full Text PDFPerhydrolysis of a range of tertiary oxetanes was achieved in synthetically useful yields under mild conditions. Different functional/protecting groups were tolerated. Similar ring-opening of secondary oxetanes, which had been unfeasible to date, was also realized with ease.
View Article and Find Full Text PDFAttachment of H(2)O(2) onto the highly hindered quaternary C-12a in an advanced qinghaosu (artemisinin) precursor has been achieved through a facile perhydrolysis of a spiro epoxy ring with the aid of a previously unknown molybdenum species without involving any special equipment or complicated operations. The resultant β-hydroxyhydroperoxide can be further elaborated into qinghaosu, illustrating an entry fundamentally different from the existing ones to this outstanding natural product of great importance in malaria chemotherapy.
View Article and Find Full Text PDFGuang Pu Xue Yu Guang Pu Fen Xi
December 2009
Near-infrared reflectance spectroscopy (NIRS) calibrations of crude protein and crude fiber in 152 alfalfa samples were developed by means of partial least-squares (PLS) regression. Different interval wavelengths of 1, 2 and 5 nm and two kinds of samples (crude and fine) were set to collect spectral data and establish calibration respectively. The accuracy and repeatability of calibrations were verified so as to compare superiority and inferiority.
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