| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5222786 | Tetrahedron | 2010 | 17 Pages |
Abstract
A range of pyrazolidin-3-ones have been prepared and their activity as catalysts for iminium-ion promoted Diels–Alder reactions evaluated. Systematic variation of the C(5)- and N(2)-substituents indicates that the incorporation of an electron withdrawing substitutent at N(2) and either a Ph or CF3 substitution at C(5) results in optimal catalytic activity. The diastereoisomeric resolution of a model C(5)-Ph substituted pyrazolidinone and its ability to impart modest levels of asymmetric induction in the organocatalytic Diels–Alder reaction is also demonstrated.
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