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-dihydro[2.2]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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Vorontsova, N.V., Rozenberg, V.I., Vorontsov, E.V. et al. Stereoselective synthesis of cis-4,7-disubstituted 4,7-dihydroxy-4,7-dihydro[2.2]paracyclophanes. Russian Chemical Bulletin 51, 1483–1490 (2002). https://doi.org/10.1023/A:1020915107378
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DOI: https://doi.org/10.1023/A:1020915107378