Enantio- and diastereoselective hetero-Diels-Alder reactions between 2-aza-3-silyloxy-1,3-butadienes and aldehydes catalyzed by chiral dirhodium(n) carboxamidates

摘要

The first catalytic asymmetric hetero-Diels-Alder reaction between 2-aza-3-silyloxy-1,3-butadienes and aldehydes is described. With dirhodium(II) tetrakis[N-benzene-fused-phthaloyl-(S)-piper-idinonate], Rh_2(S'-BPTPI)_4, the cycloaddition reaction proceeded exclusively in an endo mode to give all-cis-substitilted 1,3-oxazinan-4-ones in high yields with up to 98% ee.