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Synlett 1994; 1994(2): 125-126
DOI: 10.1055/s-1994-22764
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Intramolecular Hetero-Diels-Alder Reaction of Prolinal-Derived N-Arylimines Lewis Acid-Dependent Reversal of the Diastereoselectivity

Frank Linkert* , Sabine Laschat
  • *Organisch-Chemisches Institut der Universität Münster, Corrensstr. 40, 48149 Münster, Germany
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Publication Date:
22 March 2002 (online)

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Intramolecular Lewis acid-catalyzed hetero-Diels-Alder reaction of L-prolinal-derived N-arylimine 1 yielded diastereoselectively either the cis,cis-diazacyclopenta[a]anthracene derivative 2a or the trans,trans-isomer 2b, depending on the Lewis acid.