Sulfinyl versus allylic stereocontrol in Diels–Alder cycloadditions of hydroxy 2-sulfinyl butadienes
Abstract
Enantiopure hydroxy 2-sulfinyl butadienes undergo a highly face selective Diels–Alder cycloaddition with N-phenylmaleimide and phenyltriazolinedione controlled by the chiral sulfur atom; the related enantiopure sulfonyl dienes display complimentary π-facial selectivity.