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. Author manuscript; available in PMC: 2016 Jul 2.
Published in final edited form as: J Org Chem. 2015 Jun 16;80(13):6545–6552. doi: 10.1021/acs.joc.5b00455

Scheme 1. Attempted introduction of propionate side-chaina.

Scheme 1

aReagents and conditions: (a) TBSOTf, Et3N, CH2Cl2, −20 °C→rt, (b) 2,6-di-tert-butyl-4-methylphenol (BHT) or methylene blue (0.05 equiv), PhCH3, 65–80 °C, 6–8 d; (c) N-methylimidazole (3.5 equiv), CH2Cl2, rt, 24 h; (d) representative conditions: (Me3Si)3Si (1.05 equiv), tert-butyl acrylate (10 equiv), AIBN (0.8 equiv), PhCH3, reflux, 2 h.