56207-45-5Relevant articles and documents
Highly Selective Ring-opening of 1,3,3-Trohalogenoepoxycyclohexanes by Boron Trihalides; Methodology for Determination of the Regioselectivity in the Cyclization of 2,2,6,6-Tertrahalogenocyclohexanols
Duhamel, Pierre,Leblond, Bertrand,Bidois-Sery, Laure,Poirier, Jean-Marie
, p. 2265 - 2272 (2007/10/02)
Reaction of 1,3,3-trihalogeno-7-oxabicycloheptanes with boron trihalides (F, Cl, Br) resulted in the regio- and stereo-selective formation in high yield of the corresponding tetrahalohydrins.In these reactions the hypervalent halogenoborate species are responsible for the selective halogenation of the epoxides by cis opening.A methodology is given to predict the regioselectivity in the epoxidic cyclization of 2,2,6,6-tetrahalogenocyclohexanols.These processes allowed the preparation of all the isomers of 1,3,3-trihalogeno-7-oxabicycloheptanes or 2,2,6,6-tetrahalogenocyclohexanols (X = Cl, F), very useful intermediates.