Brønsted Acid-Catalyzed Highly Diastereoselective Michaeltype Addition of Azlactones to Enones

Brønsted Acid-Catalyzed Highly Diastereoselective Michaeltype Addition of Azlactones to Enones

Ávila, Eloah P.; Mello, Amanda C. de; Diniz, Renata; Amarante, Giovanni W.

Abstract:

The Michael addition reaction is a powerful synthetic tool to the formation of a new σ C-C bond used in the synthesis of complex organic molecules. Recently, several research groups have focused in the development of this reaction in a selective away. In 2010, Peters et al. described an asymmetric Michael addition between chalcones and azlactones by using Palladium as a catalyst. Thus, in this communication we show our results on a Bronsted acid catalyzed stereoselective Michaeltype addition of azlactones to enones.

The Michael addition reaction is a powerful synthetic tool to the formation of a new σ C-C bond used in the synthesis of complex organic molecules. Recently, several research groups have focused in the development of this reaction in a selective away. In 2010, Peters et al. described an asymmetric Michael addition between chalcones and azlactones by using Palladium as a catalyst. Thus, in this communication we show our results on a Bronsted acid catalyzed stereoselective Michaeltype addition of azlactones to enones.

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DOI: 10.5151/chempro-15bmos-BMOS2013_201392144055

Referências bibliográficas

• [1] 1 Ávila, E. P.; Amarante, G. W. ChemCatChem 2012, 4, 1713.
• [2] 2 Weber, M.; Jautze, S; Frey, W.; Peters, R. J. Am. Chem. Soc. 2010, 132, 12222.
• [3] 3 Ávila, E. P.; De Mello, A. C.; Diniz, R.; Amarante, G. W. Eur. J. Org. Chem. 2013, 10, 1881.

Como citar:

Ávila, Eloah P.; Mello, Amanda C. de; Diniz, Renata; Amarante, Giovanni W.; "Brønsted Acid-Catalyzed Highly Diastereoselective Michaeltype Addition of Azlactones to Enones", p-108-108. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_201392144055