Abstract
Achiral pyrazolidinone auxiliaries have been investigated in exo- and enantioselective Diels-Alder reactions. The effect of pyrazolidinone N-1 substitution and chiral ligand identity were studied in Yb(OTf)3-catalyzed exo-selective Diels-Alder reactions. An appropriate choice of pyrazolidinone auxiliary and Yb(OTf)3/Pybox chiral Lewis acid led to moderate exo selectivity and high enantioselectivity for the exo-cycloadduct.
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