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Guanidinium catalyzed conjugate addition of pyrrolidine to unsaturated lactones

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
36
Issue
22
Identifiers
DOI: 10.1016/0040-4039(95)00647-u

Abstract

Abstract More than a 8-fold reduction in half-life can be observed for conjugate additions of pyrrolidine to α,β-unsaturated lactones in the presence of catalytic amounts (0.1 equiv.) of bicyclic chiral guanidinium salts 1, presumably by selective hydrogen-bond stabilization of the transition state.

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