A high enantioselective Proline-based helical polymer catalyst for aldol type reaction

A high enantioselective Proline-based helical polymer catalyst for aldol type reaction

Sakae, George H.; Takata, Leandro M.; Paulino, Antonio S.; Bazito, Reinaldo C.; Cassaro, Rafael F.; Princival, Cleverson; Santos, Alcindo A. Dos

Abstract:

The induction of chirality still a very intricate and exciting research area being the organocatalysis one of the most recent focus of investigation. Helical chirality is present on nature. Inspired on this asymmetric concept, some synthetic helical compounds, especially polymers have ben applied for asymmetric synthesis, enantiomeric separations and studies related to the properties of liquid crystalline compounds. The preferential helicity of a polymer can be induced by the nature of the pendant molecular residue. Many applications have ben found for this kind of molecules. Recently we have proposed the synthesis of helical polymers for catalytic application since the recovery of a polymer from the reaction media can be easier then a smaller parent compound. In addition, we wonder if the helicity could play some role on the chirality induction. In this way, we designed and synthesized a proline-based helical polymer and subjected it to aldol reaction

The induction of chirality still a very intricate and exciting research area being the organocatalysis one of the most recent focus of investigation. Helical chirality is present on nature. Inspired on this asymmetric concept, some synthetic helical compounds, especially polymers have ben applied for asymmetric synthesis, enantiomeric separations and studies related to the properties of liquid crystalline compounds. The preferential helicity of a polymer can be induced by the nature of the pendant molecular residue. Many applications have ben found for this kind of molecules. Recently we have proposed the synthesis of helical polymers for catalytic application since the recovery of a polymer from the reaction media can be easier then a smaller parent compound. In addition, we wonder if the helicity could play some role on the chirality induction. In this way, we designed and synthesized a proline-based helical polymer and subjected it to aldol reaction

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013912163332

Referências bibliográficas

• [1] 1 Yashima, E. J. Polym. Sci. Pol. Chem.2011, 49, 5192-5198.
• [2] 2 Tamura, K.; Miyabe, T.; Iida, H.; Yashima, E. Polym. Chem.2011, 2, 91-98.
• [3] 3 Suda, K.; Akagi, K. Macromolecules2011, 44, 9473-9488..
• [4] 4 Fu, X. et al., Tetrahedron, 22, 840-850, 2011

Como citar:

Sakae, George H.; Takata, Leandro M.; Paulino, Antonio S.; Bazito, Reinaldo C.; Cassaro, Rafael F.; Princival, Cleverson; Santos, Alcindo A. Dos; "A high enantioselective Proline-based helical polymer catalyst for aldol type reaction", p-214-214. 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_2013912163332