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. Author manuscript; available in PMC: 2013 May 7.
Published in final edited form as: Chemistry. 2012 Mar 30;18(19):5826–5831. doi: 10.1002/chem.201200629

Scheme 5.

Scheme 5

Synthesis of the pyrrolo[1,2-a]azocine core 3. a) LiHMDS, 5-bromo-1-pentene, DMF, −20 °C to rt, 85%; b) Grubbs II (5 mol%), CH2Cl2, 40 °C, 1 h, 82%; c) H2, Pd/C; d) i) TFA:H20 (95:5), rt, 45 min; ii) PS-BH(OAc)3, 87% for two steps.