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. Author manuscript; available in PMC: 2017 Jul 7.
Published in final edited form as: Org Biomol Chem. 2016 May 24;14(25):5894–5913. doi: 10.1039/c6ob00878j

Scheme 10.

Scheme 10

Rugulovasine A (11a). Reagents and conditions: (a) t-BuLi, THF, −78 °C, 80%; (b) propargylbromide, CrCl3, LiAlH4, THF/HMPA, room temperature, 66% (brsm); (c) Ru3(CO)12, 2,4,6-collidine, CO (1 atm), 100 °C, 58%; (d) Cs2CO3, MeOH/THF, 75%; (e) TMSOTf, 2,6-lutidine, CH2Cl2, 0 °C, 87%