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Thomas, A. W., Science of Synthesis, (2007) 31, 387.
The simplest of all arene oxides, 7-oxabicyclo[4.1.0]hepta-2,4-diene (245), reacts with 20 mol% of tetracarbonyldi-μ-chlorodirhodium(I) dimer in chloroform to give a 1:1 mixture of benzene and phenol. However, when methanol is employed as the solvent a 2:1 mixture of benzene and phenol is formed. In the same way 1a,7b-dihydronaphtho[1,2-b]oxirene (246) affords 1-naphthol in 89% yield, and 1a,9b-dihydrophenanthro[9,10-b]oxirene (247) gives phenanthren-9-ol in 82% yield (Scheme 91).[177]
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References
[177] | Meeeeeee, M. M.; Meeeeeeee, M. M., Meeeeeeeeee Meee., (8888), 888. |
[178] | Meeeeeee, M.; Meeeeeeeeeeee, M.; Meeee, M. M., M. Meee. Mee. M, (8888), 888. |
[179] | Meeeeeee, M.; Meee, M. M.; Meeeee, M. M., Meeeeeeeeeee, (8888) 88, 8888. |
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