Triphenylphosphine → Methyl 2-((1-(((tert-butyl(dimethyl)silyl)oxy)methyl)prop-2-enyl)oxy)-6-hydroxybenzoate

Participants

Reaction Steps

A solution of alcohol from Example 16A (2.65 g, 13.1 mmol), methyl-2,6-dihydroxybenzoate (3.51 g, 20.9 mmol), PPh3 (3.34 g, 15.7 mmol), and TBF (20 mL) was cooled to 0° C. Diethylazodicarboxylate (2.51 g, 14.4 mmol) was added. The reaction was allowed to warm to room temperature and stir for 16 hours. The titled product (1.11 g, 24%) was obtained following silica gel column chromatography (10% ethyl acetate in hexanes).

Provenance & Evidence