Nafion-H in methanol 5 h;

Nafion-H in dichloromethane 6 h;

1: 2-[(11-bromoundecyl)oxy]tetrahydro-2H-pyran With magnesium in tetrahydrofuran 2: (R)-4-methyltetradecyl tosylate With dilithium tetrachlorocuprate in tetrahydrofuran T=-78 - 20°C; 3: With ammonium chloride in tetrahydrofuran; water cooling; Title compound not separated from byproducts;

1: 2-[(11-bromoundecyl)oxy]tetrahydro-2H-pyran With magnesium in tetrahydrofuran 2: (S)-4-methyltetradecyl tosylate With dilithium tetrachlorocuprate in tetrahydrofuran T=-78 - 20°C; 3: With ammonium chloride in tetrahydrofuran; water cooling; Title compound not separated from byproducts;