Anthrone has been found to react with N-methyl maleimide in the presence of catalytic amounts of various chiral β-amino alcohols. The optically active cycloadduct 3a has been obtained in excellent yield. Several features of the reaction have been studied. Anthrone 1 has been found to react with N-substituted maleimides 2 in presence of catalytic amounts of various chiral β-aminoalcohols (ee up to 60%).
Affiliations
Université Paris-Sud (France)Chimie organique
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Riant, O., & Kagan, H. B. (1989). Asymmetric Diels-Alder Reaction Catalysed by Chiral Bases. Tetrahedron Letters, 30(52), 7403-7406. https://doi.org/10.1016/S0040-4039(00)70709-X (Original work published 1989)