
Synthetic Communications p. 1017 - 1024 (1999)
Update date:2022-08-16
Topics:
Iranpoor, Nasser
Zeynizadeh, Behzad
TiCl3 (OTf) and TiO(TFA)2 can efficiently catalyze nucleophilic ring opening of epoxides in primary, secondary and tertiary alcohols, acetic acid and water to give the corresponding β-alkoxy alcohols, β-acetoxy alcohols and vicinal diols with high stereo- and regioselectivity in excellent yields. The reaction of optically active styrene oxide in MeOH with two titanium reagents was found to be highly stereospecific and afforded the corresponding S-(+)-2-methoxy-2-phenyl ethanol in 89-95% ee.
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(1979)