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. 2020 Nov 16;12(2):742–746. doi: 10.1039/d0sc05656a

Scheme 4. Deprotection and functionalisation of the products. (a) PPh3 (2.2 equiv.), I2 (2.2 equiv.), imidazole (2.5 equiv.) CH2Cl2, 0 °C to r.t., 2 h. (b) NaH (10 equiv.), 15-crown-5 (2.0 equiv.), BnBr (10 equiv.), 0 °C to r.t., 2 h. (c) 1-Chloroethyl chloroformate (8.0 equiv.), DCE, 120 °C, 16 h then MeOH, 65 °C, 4 h. (d) Methyl chloroformate (8.0 equiv.), DCE, 120 °C, 16 h. (e) PPh3 (1.2 equiv.) sesamol (2.0 equiv.) DIAD (1.2 equiv.), THF, 0 → 50 °C, 2 h. (f) [Ir(cod)(PCy3)(py)]PF6 (20 mol%), H2, CH2Cl2, r.t., 20 h. R = CH2(CF3)2C6H3.

Scheme 4