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. 2014 Sep 19;57(20):8540–8562. doi: 10.1021/jm5010682

Scheme 8. Synthetic Route for Analogue 3o.

Scheme 8

Reagents and conditions: (a) BuLi, THF, 0 °C, 45 min then diethyl chlorophosphate, 0 °C, 30 min then cool to −78 °C, oxetan-3-one, 2 h, 75%; (b) [Rh(cod)Cl]2, KOH, 4-(2-hydroxyethyl) phenylboronic acid, 1,4-dioxane, 100 °C, μW, 30 min, 76%; (c) Et3N, CH2Cl2, TsCl, rt, 20 h, 27%; (d) 7, Et3N, CH3CN, reflux, 18 h, 49%; (e) Mg, MeOH, 50 °C, 4.5 h, 25%.