Stereoselective Rearrangements The first stereoselective version of an iodine(III)-mediated rearrangement of arylketones in the presence of orthoesters is described T. Wirth and F. Malmedy on page 16072 ff. The reaction products, α-arylated esters, are very useful intermediates in the synthesis of bioactive compounds, such as ibuprofen. With chiral lactic acid-based iodine(III) reagents, enantioselectivities of up to 73 % ee have been achieved.
展开▼