Abstract

The influence of Lewis acids on the diastereoselectivity of [4+2] cycloaddition of buta-1,3-diene (4) to N-glyoxyloyl-(2R)-bornane-10,2-sultam (6a) and (R)-8-phenylmenthyl glyoxylate (6b) was investigated and found to have high levels of asymmetric induction. The highest asymmetric induction (ca. 100% de) was obtained for the reaction of 4 with 6b carried out in toluene and in the presence of chelating Lewis acids (SnCl 4 , TiCl 4 ).

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