Abstract

The first C2 selective halide substitution reactions of 2,3-epoxy alcohols have been realized by the use of the (CH 3O) 3B–MX (X=I, Br, Cl) system, which proceed through novel endo-mode epoxide-opening of intramolecular boron chelates to afford the corresponding C2 halohydrin derivatives with high regio- and stereoselectivity.

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