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Asymmetric synthesis and structural determination of (-)-parviestemoamide.

Grant number: 10/00219-4
Support type:Scholarships in Brazil - Doctorate
Effective date (Start): May 01, 2010
Effective date (End): August 31, 2014
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal researcher:Ronaldo Aloise Pilli
Grantee:Gilmar Araujo Brito Junior
Home Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
Associated scholarship(s):12/23569-6 - Studies toward total synthesis and structural elucidation of (-)-parviestemoamide alkaloid, BE.EP.DR


The research proposal aims the asymmetric preparation of 5-substituted furan-2-ones in order to achieve the structural elucidation of the Stemona alkaloid parivestemoamide. We plan to employ methodologies based on organocatalyzed Michael reactions as well as those promoted by chiral auxiliaries and chiral catalysts

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Scientific publications
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
BRITO, GILMAR A.; PIROVANI, RODRIGO V. Stemoamide: Total and Formal Synthesis. A Review. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, v. 50, n. 3, p. 245-259, 2018. Web of Science Citations: 4.
BRITO, GILMAR A.; SAROTTI, ARIEL M.; WIPF, PETER; PILLI, RONALDO A. Cascade cyclization triggered by imine formation. Formal synthesis of the alkaloid (+/-)-stemoamide and its 9a-epimer. Tetrahedron Letters, v. 56, n. 48, p. 6664-6668, DEC 2 2015. Web of Science Citations: 5.
PIROVANI, RODRIGO V.; BRITO, GILMAR A.; BARCELOS, ROSIMEIRE C.; PILLI, RONALDO A. Enantioselective Total Synthesis of (+)-Lyngbyabellin M. MARINE DRUGS, v. 13, n. 6, p. 3309-3324, JUN 2015. Web of Science Citations: 6.
Academic Publications
(References retrieved automatically from State of São Paulo Research Institutions)
JUNIOR, Gilmar Araujo Brito. Studies toward the total synthesis and structural elucidation of the alkaloid (-)-Parviestemoamide. Formal synthesis of the alkaloid (±)-Stemoamide and (±)-9a-epi-Stemoamide. 2014. Doctoral Thesis - Universidade Estadual de Campinas (UNICAMP). Instituto de Química Campinas, SP.

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