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. Author manuscript; available in PMC: 2014 Apr 17.
Published in final edited form as: J Am Chem Soc. 2013 Apr 2;135(15):5848–5858. doi: 10.1021/ja4010267

Figure 5.

Figure 5

Side view of the dimethyl substituted transition states (TS22 and TS25) and the trimethyl substituted TS48 and TS51’. TS51’ is destabilized due to steric repulsions of the nitrate with the chelating adamantyl group and the methyl group on the olefin.