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Schema for the synthesis of isomers 1a to 1d of compound 1. Reagents and conditions: (a) Ph3PMe+Br−, t-BuOK, tetrahydrofuran (THF); (b) N2CHCO2Et, Rh2(OAc)4 (0.5 mol%), dichloromethane (DCM); (c) 2 M aqueous NaOH (0.65 eq), THF-EtOH, room temperature, and then extraction and chromatography; (d) 2 M aqueous NaOH (5 eq), THF-EtOH, 65°C; (e) (COCl)2, THF; (f) d-(−)-phenylglycinamide, N-ethylmorpholine, 4-(dimethylamino)pyridine (DMAP), THF.
