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. Author manuscript; available in PMC: 2012 Feb 1.
Published in final edited form as: Chem Asian J. 2010 Oct 28;6(2):459–473. doi: 10.1002/asia.201000541

Scheme 6.

Scheme 6

Completion of 10,11-dihydro dictyostatin/discodermolide hybrid 23. a) [PPh3CuH]6, PhMe / H2O, 20 °C, 16 h; b) DDQ, CH2Cl2 / pH 7 buffer, 0 °C, 2.5 h; c) Me4NBH(OAc)3, MeCN / THF, 0 °C, 16 h; d) PPTS, (MeO)2CMe2, CH2Cl2, 0 → 20 °C, 16 h; e) 1. 15, CuTC, NMP, 20 °C, 16 h; 2. KF, MeOH / THF, 20 °C, 2 h; f) 2,4,6-trichlorobenzoylchloride, Et3N, PhMe, 20 °C, 1 h; DMAP, 20 °C, 1 d; g) 3N HCl, MeOH, 0 → 20 °C, 16 h.