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DOI : 10.1016/S0040-4039(00)01772-X

C. Schaechtele, M. H. Kubbutat, F. Liger, B. Marquet, B. Joseph et al., (12) 2-Chloro-?-(2-chloro-3-pyridyl)-?-phenyl-4-pyrimidine- methanol (4b) i-PrMgCl·LiCl (about 1.3 M THF solution, 1.2 mmol) was stirred with 2,2,6,6-tetramethylpiperidine (0.21 mL, 1.2 mmol) at r.t. for 48 h. The resulting solution was cooled at ?60 °C before introduction of a cooled solution of 2-chloropyrimidine (2, 0.11 g, 1.0 mmol) in THF (2 mL) After 2 h at ?40 °C, a solution of the ketone 1a (0.26 g, 1.2 mmol) in THF (4 mL) was added at ?60 °C. The mixture was stirred overnight at r.t. before addition of H 2 O (0.5 mL) and dilution with EtOAc (20 mL) The organic layer was dried over MgSO 4 , filtered, and concentrated under reduced pressure. Purification was performed by chromatography on silica gel (eluent: heptane?EtOAc, 7:3) to afford 4b in 51% yield as a yellow powder, mp 90 °C. 1 H NMR (300 MHz, CDCl 3 ): ? = 4.97 (s, 1 H), pp.8325363735-7, 2007.