Diastereoselective Diels-Alder reactions with an allenyl-containing spiro-amido chiral auxiliary.
A novel allenyl-containing 1,3-spiro-amido alcohol auxiliary has been prepared and used in a variety of diastereoselective Diels-Alder reactions providing exclusively endo adducts with diastereomeric ratios ranging from 2:1 to >99:1.
Henderson
Jeff R
JR
Department of Chemistry, University of Calgary, Calgary, AB, Canada T2N 1N4.
Chesterman
Julian P
JP
Parvez
Masood
M
Keay
Brian A
BA