Sulfinyl versus allylic stereocontrol in Diels–Alder cycloadditions of hydroxy 2-sulfinyl butadienes

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Roberto Fernández de la Pradilla, Carlos Montero, Roberto Fernández de la Pradilla and Alma Viso


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.


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