Proline and Steroids: An important synergism acting as organocatalyst in enantioselective green aldol reaction

Proline and Steroids: An important synergism acting as organocatalyst in enantioselective green aldol reaction

Camargo, Leandro R. Simon; Silva, Rodrigo C. da; Corrêa, Arlene G.; Schpector, Julio Z.; Paixão, Márcio W.

Abstract:

Asymmetric reactions mediated by organocatalysts, has received great attention in recent years and becoming a versatile tool in the synthesis of natural products and active compounds. In this context, the amino acid proline has a key role as mediator of these reactions, which recently has demonstrated great interest in the area of asymmetric catalysis in the development of reactions that can be performed in aqueous media. (Scheme1) The substitution of organic solvents with water minimizes environmental impact; in addition to low cost and have a decrease in operational hazard. However, the use of aqueous solution as reaction solvent is not always efficient because the water often inhibits the activity of the catalyst or changes the enantioselectivity Herein, we describe the synthesis of new organocatalysts derivatives from amino acid Lproline and D-proline with steroid cholesterol and its applications as organocatalysts in enantioselective aldol reaction with water as the main solvent.

Asymmetric reactions mediated by organocatalysts, has received great attention in recent years and becoming a versatile tool in the synthesis of natural products and active compounds. In this context, the amino acid proline has a key role as mediator of these reactions, which recently has demonstrated great interest in the area of asymmetric catalysis in the development of reactions that can be performed in aqueous media. (Scheme1) The substitution of organic solvents with water minimizes environmental impact; in addition to low cost and have a decrease in operational hazard. However, the use of aqueous solution as reaction solvent is not always efficient because the water often inhibits the activity of the catalyst or changes the enantioselectivity Herein, we describe the synthesis of new organocatalysts derivatives from amino acid Lproline and D-proline with steroid cholesterol and its applications as organocatalysts in enantioselective aldol reaction with water as the main solvent.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0069-1

Referências bibliográficas

• [1] 1 Mase, N.; Barbas, III C. F.; Org. Biomol. Chem., 2010, 8, 4043
• [2] 2Palomo, C.; Mielgo, A. Angew. Chem. Int. Ed. 2006, 45, 7876

Como citar:

Camargo, Leandro R. Simon; Silva, Rodrigo C. da; Corrêa, Arlene G.; Schpector, Julio Z.; Paixão, Márcio W.; "Proline and Steroids: An important synergism acting as organocatalyst in enantioselective green aldol reaction", p-69-69. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0069-1