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Reagents and conditions: (a) MOMCl, DIPEA, CH2Cl2, 0 °C, 85%; (b) [ClTPPAl][Co(CO)4] (1 mol %), CO (900 psi), THF, 50 °C, 81%; (c) BF3·OEt2, 1,2-ethanedithiol, CH2Cl2, 0 °C, 83%; (d) N-Cbz-l-leucine, DCC, DMAP, CH2Cl2, rt, 93%; (e) Pd/C (10% wt/wt, 10 mol %), H2 (1 atm), AcOCHO, rt, 80%. ClTPP = meso-tetra(4-chlorophenyl) porphyrinato, DCC = N,N′-dicyclohexylcarbodiimide, DMAP = 4-dimethylaminopyridine.
