35043-92-6Relevant articles and documents
A Stereoconvergent Synthesis of (+)-4-Demethoxydaunomycin
Rao, A. V. Rama,Yadav, J. S.,Reddy, K. Bal,Mehendale, A. R.
, p. 453 - 455 (1984)
Sharpless kinetic asymmetric epoxidation on (+/-)-2-(1-hydroxyethyl)-5,8-dimethoxy-3,4-dihydronaphthalene followed by LiAlH4 reduction gave R-(-)-2-(S-1-hydroxyethyl)-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene and the undesired antipode: the former was converted into R-(-)-2-acetyl-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene while the latter was epimerized and recycled.
Synthesis of poly(decahydro-2-naphthyl methacrylate)s with different geometric structures and effects of side-group dynamics on polymer properties investigated by thermal and dynamic mechanical analyses and DFT calculations
Ozaki, Anri,Sumita, Koha,Goto, Kunihiro,Matsumoto, Akikazu
, p. 2941 - 2950 (2013/06/05)
We prepared the geometric isomers of decahydro-2-naphthols as the source materials for the synthesis of poly(decahydro-2-naphthyl methacrylate)s [poly(DNMA)-I, -II, -III, and -IV] including alicyclic ester groups with different geometric structures. The geometry and conformational dynamics of the decahydro-2-naphthyl moieties were investigated by NMR spectroscopy and DFT calculations. We synthesized each isomer of the methacrylic monomers, polymerized them, and investigated the optical, thermal, and mechanical properties of poly(DNMA)s with different isomer compositions. The Tg values of the poly(DNMA)s were in the following order: 139.3 C for poly(DNMA)-II 3/g, 1.489, and 42-44, respectively.
The stereoselectivity of addition of benzoyloxyl radicals to trans-Δ2-octalin
Busfield, W. Ken,Byriel, Karl A.,Grice, I. Darren,Jenkins, Ian D.,Lynch, Daniel E.
, p. 757 - 760 (2007/10/03)
The stereochemistry of addition of benzoyloxyl radicals to the conformationally rigid cyclohexene, trans-Δ2-octalin, in the presence of the free radical scavenger 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxyl, is reported. Axial addition was favoured over equatorial addition with modest selectivity (axial:equatorial = 1.7:1.0). The aminoxyl trapping reaction was more selective with a ratio of trans: cis addition of 4.4:1.0. Interestingly, when the benzoate group is axial, axial trapping by the sterically hindered aminoxyl is strongly favoured (axial:equatorial = 7.4:1.0), whereas when the benzoate group is equatorial, there is only a small preference for equatorial trapping by the aminoxyl (equatorial:axial = 2,4:1.0). The structures of the four possible addition products were determined by 1H and 13C NMR spectroscopy, and confirmed in the case of the diaxial addition product [2(ax)-benzoyloxy-3(ax)-(1,1,3,3-tetramethyl-2,3-dihydroisoindol-2-yloxy)-trans- decalin 3] by X-ray crystallographic analysis.