A new organocatalytic system was tested as a promoter for the asymmetric addition of Chan's diene to aldehydes under solvent-free conditions. This new organocatalyst generated in situ by mixing 1-naphthyl-TADDOL derivative and Emim BF4 was able to give enantioenriched vinylogous aldols and hetero-Diels-Alder cycloadducts. A mechanistic investigation through the detection of nonlinear effects confirmed the involvement of the ionic liquid in the formation of a new catalytic supramolecular species. © 2010 Versita Warsaw and Springer-Verlag Wien.

1-Naphthyl-TADDOL/Emim BF4: A new catalytic system for the asymmetric addition of Chan's diene to aromatic aldehydes

Villano R.;Acocella M. R.
Investigation
;
Scettri A.
2010

Abstract

A new organocatalytic system was tested as a promoter for the asymmetric addition of Chan's diene to aldehydes under solvent-free conditions. This new organocatalyst generated in situ by mixing 1-naphthyl-TADDOL derivative and Emim BF4 was able to give enantioenriched vinylogous aldols and hetero-Diels-Alder cycloadducts. A mechanistic investigation through the detection of nonlinear effects confirmed the involvement of the ionic liquid in the formation of a new catalytic supramolecular species. © 2010 Versita Warsaw and Springer-Verlag Wien.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11386/4778828
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