To start, we examined the feasibility of MIDA boron-directed allylic chlorination. The reaction of allyl MIDA boronate 1a with stoichiometric amount of PhSeCl as both the oxidant and chlorine source was firstly investigated. A brief survey revealed that mixing 1a with PhSeCl (2.5 equiv.) in THF in the presence of 4 Å molecular sieve provided cleanly a single allylic chlorination product 2a in 75% yield (eq 1).