1-Butene → Cis-11-tetradecenol

Beteiligte Stoffe

Reaktionsschritte

According to the procedure for compound 7, 11-eicosenol (1.1 g, 3.7 mmol) and THF (3 mL) were reacted with 1 (0.047 g, 2 mol %) and 1-butene to provide 9 (0.37 g, 47% yield, 76% Z as determined by 13C-NMR) as a colorless oil; 1H NMR (CDCl3): δ 5.29-5.45 (2H, m), 3.63 (2H, t, J=6.6 Hz), 1.94-2.06 (4H, m), 1.56 (2H, dt, J=13.5, 6.7 Hz), 1.27, (15H, m), 0.96 (3H, m); 13C NMR (CDCl3): δ 131.7, 129.5, 63.2, 33.0, 29.9, 29.7, 29.7, 29.7, 29.6, 29.4, 27.2, 25.9, 20.7, 14.6; HRMS (FAB): 212.2135, [C14H28O]+ requires 212.2140.

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