Reactions of 8-methyl-5-methylsulfanylmethyl-3-thiabicyclo-[3.3.1]non-7-en-6-one at the carbonyl group |
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Authors: | L A Baeva A D Ulendeeva A A Fatykhov N K Lyapina |
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Institution: | 1.Institute of Organic Chemistry, Ufa Research Center,Russian Academy of Sciences,Ufa,Bashkortostan, Russia |
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Abstract: | The reduction of 8-methyl-5-methylsulfanylmethyl-3-thiabicyclo3.3.1]non-7-en-6-one with aluminum hydride, lithium tetrahydridoaluminate,
or lithium tris(tert-butoxy)hydridoaluminate in tetrahydrofuran gave 8-methyl-5-methylsulfanylmethyl-3-thiabicyclo3.3.1]non-7-en-6-ol. 8-Methyl-5-methylsulfanylmethyl-3-thiabicyclo3.3.1]nonan-6-ol
was obtained by reduction of the title compound with sodium tetrahydridoborate in pyridine or dimethylformamide. The reaction
of 8-methyl-5-methylsulfanylmethyl-3-thiabicyclo3.3.1]non-7-en-6-one with hydroxylamine hydrochloride afforded the corresponding
oxime. |
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