Novel reductive olefination mediated by Ti(O-i-Pr)4 and Ph3P. One-pot synthesis of trifluoromethylated trans-allylic alcohols

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Yanchang Shen, Yuming Zhang and Yuefen Zhou


Abstract

A novel reductive olefination mediated by Ti(O-i-Pr)4 and Ph3P and its application to the ‘one-pot’ synthesis of perfluoroalkylated trans-allylic alcohols are described.


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  11. After fractional distillation under vacuum, a colorless oil 4 was obtained which was sensitive to moisture. Bp 110 °C/0.1 torr; δH(300 MHz, CDCl3, TMS) 5.00–4.20 (m, 4H), 3.58 [dd, 2J(H,H) 10.9, 3J(H,H) 3.2, 1H], 3.10 [dd, 2J(H,H) 10.6, 3J(H,H) 8.8, 1H], 1.28 [d, 3J(H,H) 6.1, 18H]; δF(60 MHz, CDCl3, TFA) 0.3 [d, 3J(H,F) 5.4].
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