Determination of the absolute configuration of 6 -Hydroxitricyclo[ 6.2.1.02,7]undeca-9-ene-3-one by chemical correlation

Determination of the absolute configuration of 6 -Hydroxitricyclo[ 6.2.1.02,7]undeca-9-ene-3-one by chemical correlation

Ito, Felícia Megumi; Copini, Suély; Almeida, Nathália Rodrigues de; Pedroni, Kelly Karoliny Lima; Micheletti, Ana Camila; Beatriz, Adilson

Abstract:

Biotransformation is one of the most efficient methods for production of high optical purity compounds and development of efficient routes for target molecules. Our research group is interested in testing the ability of the microorganisms to perform desymmetrizations of achiral molecules. Our goal is to devise methodologies in order to obtain optically active intermediates for use in biological and, NMR spectroscopy studies and as precursors of chiral compounds or chiral auxiliaries for asymmetric synthesis. In this work, we herein report the determination of the absolute configuration, by chemical correlation, of a polycyclic alcohol obtained from biotransformation tests carried out with the dienedione 1 in liquid culture medium using the fungus Mucor ramosissimus.

Biotransformation is one of the most efficient methods for production of high optical purity compounds and development of efficient routes for target molecules. Our research group is interested in testing the ability of the microorganisms to perform desymmetrizations of achiral molecules. Our goal is to devise methodologies in order to obtain optically active intermediates for use in biological and, NMR spectroscopy studies and as precursors of chiral compounds or chiral auxiliaries for asymmetric synthesis. In this work, we herein report the determination of the absolute configuration, by chemical correlation, of a polycyclic alcohol obtained from biotransformation tests carried out with the dienedione 1 in liquid culture medium using the fungus Mucor ramosissimus.

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013911212616

Referências bibliográficas

• [1] 1Ito, F.M.; Mena, A.E.M.; Marques, M.R.; Lima, D.P.; Beatriz, A. Braz. J. Microbiol. 2009, 40, 563-568.
• [2] 2Ito, F.M.; Petroni, J.M.; Lima, D.P.; Beatriz, A.; Marques, M.R.; Moraes, M.O.; Costa-Lotufo, L.V.; Montenegro, R.C.; Magalhães, H.I.F.; Pessoa, C. Molecules 2007, 12, 271-282.
• [3] 3Salles, R.C.; Lacerda-Jr., V.; Beatriz, A.; Ito, F.M.; Santos, R.B.; Greco, S.J.; Castro, E.V.R.; Lima, D.P. Magn. Reson. Chem. 2010, 48, 409-415.

Como citar:

Ito, Felícia Megumi; Copini, Suély; Almeida, Nathália Rodrigues de; Pedroni, Kelly Karoliny Lima; Micheletti, Ana Camila; Beatriz, Adilson; "Determination of the absolute configuration of 6 -Hydroxitricyclo[ 6.2.1.02,7]undeca-9-ene-3-one by chemical correlation", p-208-208. 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_2013911212616