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. 2015 Oct 7;20(10):18264–18278. doi: 10.3390/molecules201018264

Scheme 2.

Scheme 2

Structural modifications in copalic acid (2). Reagents and Conditions: (i) 2 (1 equiv.), m-CPBA (1.5 equiv.), CHCl3, 0 °C, 24 h; (ii) 2 (1 equiv.), O3, CH2Cl2, −72 °C, 15 min, then (CH3)2S, −72 °C to r.t.; (iii) KOtBu (12 equiv.) in THF, then 7 (1 equiv.) added, r.t., 18 h.