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. Author manuscript; available in PMC: 2017 Sep 13.
Published in final edited form as: Nat Prod Rep. 2011 May 9;28(7):1229–1260. doi: 10.1039/c0np00013b

Scheme 25.

Scheme 25

Racemic synthesis of palau’amine by Baran.91 PMBCl = p-methoxybenzyl chloride, TBAI = tetrabutylammonium iodide, DMF = N, N-dimethylformamide, TMSOTf = trimethylsilyl trifluoromethanesulfonate, DIPEA = diisopropylethylamine, NBS = N-bromosuccinimide, THF = tetrahydrofuran, TFA = trifluoroacetic acid, DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene, IBX = 2-iodoxybenzoic acid, TFAA = trifluoroacetic anhydride, EDC = 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, HOBt = N-hydroxybenzotriazole.