Activated 2-(N-acylamino)-1-thia-1,3-dienes undergo efficient diastereoselective Diels-Alder cycloadditions giving access to thiopyrans of high optical purity. By variation of the position and nature of the chiral auxiliaries we have been able to induce a high degree of facial selectivity in endo selective cycloadditions and induce total facial control in exo selective cycloadditions.
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Bell et al. (1998) studied this question.
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