Tributylvinyltin → 1-Tert-butyl 2-methyl (2s,4r)-4-[(8-vinylphenanthridin-6-yl)oxy]pyrrolidine-1,2-dicarboxylate

Participants

Reaction Steps

To a degassed solution of the product mixture from Step 3 (320 mg, 0.64 mmol) in PhMe (5 mL) was added vinyltributyltin (0.225 mL, 0.77 mmol) and tetrakis(triphenylphosphine)palladium (74 mg, 0.06 mmol). The mixture was then heated to reflux for 18 h. The solvent was then removed in vacuo and the crude material was purified on silica (gradient elution, 5-50% EtOAc/hex) to provide the title compound as a 1:1 mixture with the expected regioisomer. LRMS ((M-Boc)+H)+=349.3.

Provenance & Evidence