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

• Grant number: 10/00219-4
• Support Opportunities: Scholarships in Brazil - Doctorate
• Start date: May 01, 2010
• End date: August 31, 2014
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Ronaldo Aloise Pilli
• Grantee: Gilmar Araujo Brito Junior
• Host 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

Abstract

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

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. (12/23569-6, 10/00219-4)

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. (09/51602-5, 10/00219-4)

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. (10/00336-0, 09/51602-5, 13/07607-8, 10/00219-4)

Academic Publications

(References retrieved automatically from State of São Paulo Research Institutions)

BRITO JUNIOR, Gilmar Araujo. 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.