Stereoselective synthesis of cis-4,7-disubstituted 4,7-dihydroxy-4,7-dihydro[2.2]paracyclophanes |
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| Authors: | Vorontsova N V Rozenberg V I Vorontsov E V Antonov D Yu Starikova Z A Bubnov Yu N |
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| Institution: | (1) Russian Academy of Sciences, A. N. Nesmeyanov Institute of Organoelement Compounds, 28 ul. Vavilova, 119991 Moscow, Russian Federation |
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| Abstract: | The nucleophilic addition of butyllithium, phenyllithium, methyllithium, and triallylborane to 2.2]paracyclophane-4,7-quinone (1) proceeded regio- and stereospecifically to give the corresponding cis-4,7-disubstituted 4,7-dihydroxy-4,7-dihydro2.2]paracyclophanes 2—5 with the endo orientation of the hydroxy groups. The structures of quinone 1 and diols 2, 4, and 5 were established by X-ray diffraction analysis. |
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| Keywords: | [2 2]paracyclophanes quinones nucleophilic addition organolithium compounds organoboron compounds allylboration stereoselectivity X-ray diffraction analysis |
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