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 / G. Bartoli; P. Melchiorre. - In: SYNLETT. - ISSN 0936-5214. - ELETTRONICO. - 12:(2008), pp. 1759-1772. [10.1055/s-2008-1078503]
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
