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Supporting information for Fessel et al. (2002) Proc. Natl. Acad. Sci. USA, 10.1073/pnas.252649099

Supporting Figure 10

Fig. 10. Detailed mechanism showing the formation of the eight regioisomers formed by the epoxide hydrolysis pathway. For simplicity, stereochemistry is not shown. The eight regioisomers arise as a result of epoxide ring opening by either hydroxyl in the four vicinal diol intermediates. For each of these four intermediates, the first isomer shown (Both-1 through Both-4) results from attack by the hydroxyl farthest from the epoxide, and the second isomer shown (Epox-1 through Epox-4) results from attack by the hydroxyl nearest the epoxide.