this is an Invited Personal Account on the development of a novel organocatalytic tool for the Iminium activation of α,β-unsaturated ketones. Recently, we introduced the primary amine catalyst salt 1, made by combining the easily available 9-amino-9-deoxy-epi-hydroquinine with NBoc-D-phenylglycine as the chiral counteranion. Salt 1 exhibits high reactivity and selectivity in the enantioselective conjugate additions of a series of different nucleophiles to unsaturated ketones. The rationale behind the development of this general and efficient iminium activator of enones is discussed.

A Novel Organocatalytic Tool for the Iminium Activation of α,β-Unsaturated Ketones

BARTOLI, GIUSEPPE;MELCHIORRE, PAOLO
2008

Abstract

this is an Invited Personal Account on the development of a novel organocatalytic tool for the Iminium activation of α,β-unsaturated ketones. Recently, we introduced the primary amine catalyst salt 1, made by combining the easily available 9-amino-9-deoxy-epi-hydroquinine with NBoc-D-phenylglycine as the chiral counteranion. Salt 1 exhibits high reactivity and selectivity in the enantioselective conjugate additions of a series of different nucleophiles to unsaturated ketones. The rationale behind the development of this general and efficient iminium activator of enones is discussed.
G. Bartoli; P. Melchiorre
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/63923
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