Abstract
Conjugate additions of MeCu, PhCu and BuCu to the chiral enoylimides 2 a-c in the presence of iodotrimethylsilane and lithium iodide in THF give the adducts, 4a-c in yields above 90 % and diastereoselectivities from 80 to 93%. The dominating diastereomers are different from those formed with LiR 2Cu/TMSCl or in copper(I)-mediated addition of Grignard reagents. Corresponding additions to enoylamides of O- tritylprolinol also give high yields of conjugate adducts, but lower diastereoselectivities, with dominating configuration in the acyl part opposite to those from the imides.
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