Please use this identifier to cite or link to this item: http://www.alice.cnptia.embrapa.br/alice/handle/doc/1176055
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dc.contributor.authorSI, S. C. S. T. da
dc.contributor.authorMORAES, M. C. B.
dc.contributor.authorBORGES, M.
dc.contributor.authorLAUMANN, R. A.
dc.contributor.authorMARAVALHO, I. V.
dc.contributor.authorSILVA, W. A.
dc.date.accessioned2025-05-27T17:48:04Z-
dc.date.available2025-05-27T17:48:04Z-
dc.date.created2025-05-27
dc.date.issued2025
dc.identifier.citationMolecules, v. 30, n. 7, 1519, 2025.
dc.identifier.urihttp://www.alice.cnptia.embrapa.br/alice/handle/doc/1176055-
dc.descriptionThe banana weevil (Cosmopolites sordidus) is a significant pest that reduces banana yields and can result in plant mortality. (2R,5S)-theaspirane, a kairomone from senesced banana leaves, is one of the natural banana volatiles, aiding weevil attraction. A rapid and cost-effective synthesis of (2R,5S)-theaspirane was developed utilizing microwave-assisted conditions and the principles of green chemistry. The process comprised five steps, beginning with the reduction of dihydro-β-ionone, followed by lipase-mediated kinetic resolution to attain high enantiomeric excess. Microwave-assisted heating significantly reduced reaction times. Optimized cyclization with the minimum quantities of selenium dioxide oxidation was employed. The final diastereomers were separated by chromatography, yielding compounds which exceeded 99% enantiomeric purity
dc.language.isoeng
dc.rightsopenAccess
dc.subjectMicrowave-assisted reactions
dc.subject(2R 5S)-theaspirane
dc.subjectKinetic resolution
dc.subjectCyclization
dc.subjectStereoselective synthesis
dc.titleMicrowave-assisted enantioselective synthesis of (2R,5S)-theaspirane: a green chemistry approach.
dc.typeArtigo de periódico
dc.subject.nalthesaurusSemiochemicals
dc.subject.nalthesaurusGreen chemistry
dc.description.notesNa publicação: Sayuri Cristina Santos Takada; Maria Carolina Blassioli-Moraes.
riaa.ainfo.id1176055
riaa.ainfo.lastupdate2025-05-27
dc.identifier.doihttps://doi.org/10.3390/molecules30071519
dc.contributor.institutionSAYURI CRISTINA SANTOS TAKADA DA SI, CENARGEN; MARIA CAROLINA BLASSIOLI MORAES, CENARGEN; MIGUEL BORGES, CENARGEN; RAUL ALBERTO LAUMANN, CENARGEN; IZABELLA VITÓRIA MARAVALHO, UNIVERSITY OF BRASILIA; WENDER ALVES SILVA, UNIVERSITY OF BRASILIA.
Appears in Collections:Artigo em periódico indexado (CENARGEN)

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