Département de chimie moléculaire

The addn. of lithiated ynol ethers to chiral N-sulfinyl imines proceeds in high yield and diastereoselectivity. The selectivity is completely reversed by the addn. of boron trifluoride. These alkoxypropargyl sulfinamides can be reduced to afford enol ethers, selectively oxidized to busyl derivs., or the ynol ether can be hydrolyzed to afford beta-amino esters.