Abstract
Smith and colleagues report isothiourea catalysts 3 and 4 in the enantioselective carboxy group transfer of oxazolyl carbonates 1 (the Steglich rearrangement). The origin of stereocontrol by these nucleophilic catalysts was studied by computational means. C4-α-Alkyl-branched oxazolyl carbonates were demonstrated to undergo the rearrangement with both catalysts (product 2a), expanding the scope of the transformation to this challenging class of substrates.
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