Synthesis of (E)-1,2-bis-arylselanyl Alkenes Using Saccharomyces cerevisiae

Synthesis of (E)-1,2-bis-arylselanyl Alkenes Using Saccharomyces cerevisiae

Lara, Renata G.; Soares, Liane K.; Santos, Juliana P.; Perin, Gelson; Lenardão, Eder J.; Vinueza., Julio C. G.

Abstract:

Arylselanyl alkenes are important in organic synthesis, due to their use as a synthetic intermediate, they can be converted to different olefins with retention of configuration of the double bond. Baker’s yeast, Saccharomyces cerevisiae, is being used as a tool for the synthesis of several compounds. Reactions catalyzed by microorganisms were more popular due to the high selectivity that provide. S. cerevisiae is one of the most common biocatalysts by presenting easy availability, low cost, easy handling, not pathogenic, efficiency compared to conventional catalysts and could work at room temperature. We report here in the selective preparation of E-1,2- bis-arylselanyl alkenes using baker’s yeast, S. cerevisiae, where it is believed to act in the reduction of diphenyl diselenide (Scheme 1).

Arylselanyl alkenes are important in organic synthesis, due to their use as a synthetic intermediate, they can be converted to different olefins with retention of configuration of the double bond. Baker’s yeast, Saccharomyces cerevisiae, is being used as a tool for the synthesis of several compounds. Reactions catalyzed by microorganisms were more popular due to the high selectivity that provide. S. cerevisiae is one of the most common biocatalysts by presenting easy availability, low cost, easy handling, not pathogenic, efficiency compared to conventional catalysts and could work at room temperature. We report here in the selective preparation of E-1,2- bis-arylselanyl alkenes using baker’s yeast, S. cerevisiae, where it is believed to act in the reduction of diphenyl diselenide (Scheme 1).

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DOI: 10.5151/chempro-15bmos-BMOS2013_201391418320

Referências bibliográficas

• [1] 1 Zeni, G.; Lüdtke, D. S.; Panatieri, R. B.; Braga, A. L. Chem. Rev. 2006, 106, 1032.
• [2] 2 Poppe,L.; Novák, L.; Dévényi, J.; Szántay, C. Tetrahedron Lett. 1991, 32, 2643.
• [3] 3 Baraldi, P. T.; Zarbin, P. H. G.; Vieira, P. C.; Corrêa, A. G. Tetrahedron Asymmetry 2002, 13, 621.

Como citar:

Lara, Renata G.; Soares, Liane K.; Santos, Juliana P.; Perin, Gelson; Lenardão, Eder J.; Vinueza., Julio C. G.; "Synthesis of (E)-1,2-bis-arylselanyl Alkenes Using Saccharomyces cerevisiae", p-80-80. 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_201391418320