Rf. Delapradilla et al., SULFINYL VERSUS ALLYLIC STEREOCONTROL IN DIELS-ALDER CYCLOADDITIONS OF HYDROXY 2-SULFINYL BUTADIENES, Chemical communications, (3), 1998, pp. 409-410
Enantiopure hydroxy 2-sulfinyl butadienes undergo a highly face select
ive Diels-Alder cycloaddition with N-phenylmaleimide and phenyltriazol
inedione controlled by the chiral sulfur atom; the related enantiopure
sulfonyl dienes display complimentary pi-facial selectivity.