82950-73-0Relevant articles and documents
Stereoelectronic Effects: Perlin Effects in Thiane-Derived Compounds
Basche, Luis,Jung, Sebastian T.,Luy, Burkhard,Podlech, Joachim,Reinsperger, Tony
, (2020/04/15)
Stereoelectronic effects in thianes and thiane-derived sulfoxides, sulfones, sulfilimines, and sulfoximines were investigated by measuring 1JC,H coupling constants and by identification of normal and reversed Perlin effects, i.e., of differences in the coupling constants for equatorial and axial C–H bonds in the methylene groups of six-membered rings. The Perlin effects were correlated with results from natural bond orbital (NBO) analyses. NMR experiments were performed with conformationally restricted dimethyl- or tert-butyl-substituted derivatives, while the parent compounds were used for calculations. It turned out that the coupling constants are not only strongly influenced by stereoelectronic interactions with antiperiplanar C–H, C–C, C–O, and C–N bonds, but by the s character of the respective C–H bonds' carbon orbital as well.
Microwave-assisted selective protection of glutaraldehyde and its symmetrical derivatives as monoacetals and -thioacetals
Flink, Heli,Putkonen, Tiina,Sipos, Attila,Jokela, Reija
experimental part, p. 887 - 890 (2010/03/24)
Six monoprotected acetals and -thioacetals of glutaradehyde and its symmetrical dimethyl derivatives were synthesized. Microwave-assisted heating proved to be a substantially more selective method for monoprotection than conventional heating. All reactions were efficient and only traces of diprotected material were formed.
Synthesis of a β-diketone from a dithioacetal. A model study for the synthesis of an ionomycin fragment
Shelly,Weiler
, p. 1359 - 1365 (2007/10/02)
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