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. 2014 Sep 19;57(20):8398–8420. doi: 10.1021/jm500853v

Scheme 1. Improved Synthesis of Olympicin A (2a).

Scheme 1

Reagents and conditions: (i) SOCl2, 80 °C, 2 h; (ii) AlCl3, CS2, PhNO2, 0.5 h; (iii) TsCl, K2CO3, acetone, 1 h, 73%; (iv) geranyl bromide, NaH, DMF, 1 h; (v) CH3ONa, MeOH, reflux, 8 h, 55% (two-step overall yield); 52% for 2b (two-step overall yield).