Bi(III) halides as efficient catalysts for the O-acylative cleavage of tetrahydrofurans: An expeditious entry to tetralins

Coles, Simon J.; Costello, James F.; Draffin, William N.; Hursthouse, Michael B.; Paver, Simon P.

doi:10.1016/j.tet.2005.02.080

All Outputs (2)

Bi(III) Catalysed O-acylative cleavage of 2,5-dimethyltetrahydrofuran: A substrate dependent borderline mechanism (2005)
Journal Article

The Bi(III) catalysed O-acylative cleavage of cis- and trans-2,5- dimethyltetrahydrofuran 4 with AcCl, BzCl or i-PrCOCl is stereochemically consistent with the operation of a concerted process (AND N), which proceeds via a stabilised carbocation or '... Read More about Bi(III) Catalysed O-acylative cleavage of 2,5-dimethyltetrahydrofuran: A substrate dependent borderline mechanism.

Bi(III) halides as efficient catalysts for the O-acylative cleavage of tetrahydrofurans: An expeditious entry to tetralins (2005)
Journal Article

The mild (DCM/20°C), quantitative, regioselective, O-acylative cleavage of tetrahydrofurans using organic acid halides with catalytic Bi(III) halides is reported. X-ray crystallography is used to rationalise the failure of the reaction in the case of... Read More about Bi(III) halides as efficient catalysts for the O-acylative cleavage of tetrahydrofurans: An expeditious entry to tetralins.