Abstract:We report a one-step catalytic, enantioselective
method for the preparation of homoallylic <i>N</i>-Boc amines directly from
acetals. Reactive iminium ion intermediates are generated <i>in situ</i>
through the combination of an acetal, a chiral thiourea catalyst, trialkylsilyl
triflate, and <i>N</i>-Boc carbamate, and are subsequently trapped by a variety
of allylsilane nucleophiles. No homoallylic ether byproducts are detected,
consistent with allylation of the iminium inte… Show more
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