Jump to main content
Jump to site search

Issue 39, 2009
Previous Article Next Article

Chiral Pd aqua complex-catalyzed asymmetric C–C bond-forming reactions: a Brønsted acid–base cooperative system

Author affiliations

Abstract

Chiral cationic Pd aqua complexes can function as acid–base catalysts, effectively activating active methylene and methine compounds to give chiral Pd enolates. It is noteworthy that such enolate formation occurs with concomitant formation of a strong protic acid. Although the reactivity of the Pd enolate itself is not sufficient for reactions with carbon-based electrophiles, its cooperative action with the protic acid to activate the electrophiles allows the desired C–C bond-forming reactions to proceed smoothly in a highly enantioselective manner. Based on this mechanistic feature, reactions with acetals have been developed; these are difficult to achieve using conventional basic enolate chemistry.

Graphical abstract: Chiral Pd aqua complex-catalyzed asymmetric C–C bond-forming reactions: a Brønsted acid–base cooperative system

Back to tab navigation

Publication details

The article was received on 04 Jun 2009, accepted on 21 Jul 2009 and first published on 17 Aug 2009


Article type: Feature Article
DOI: 10.1039/B911015A
Citation: Chem. Commun., 2009,0, 5787-5798
  •   Request permissions

    Chiral Pd aqua complex-catalyzed asymmetric C–C bond-forming reactions: a Brønsted acid–base cooperative system

    M. Sodeoka and Y. Hamashima, Chem. Commun., 2009, 0, 5787
    DOI: 10.1039/B911015A

Search articles by author

Spotlight

Advertisements