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Synthesis of the tetrapeptide 17, a substructure of aurilide (13). a) Batch, AllylBr, K2CO3, DMF, RT, 19 h, 93 %. b) Batch, Et2NH, CH2Cl2, RT, 2.5 h. c) Flow A, N-Fmoc-sarcosine, 2 steps 87 %. d) Flow A, N-Fmoc-N-methyl-D-leucine, 2 steps 83 %, epimer <1 %. e) Flow and batch, N-Fmoc-l-valine, 2 steps 60 %, epimer <1 %.
