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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

A(3)- Coupling Reaction as a Strategy Towards the Synthesis of Alkaloids

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Carmona, Rafaela C. [1] ; Wendler, Edison P. [1] ; Sakae, George H. [1] ; Comasseto, Joao V. [1, 2] ; Dos Santos, Alcindo A. [1]
Total Authors: 5
[1] Univ Sao Paulo, Inst Quim, BR-05508000 Sao Paulo - Brazil
[2] Univ Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, BR-09972270 Diadema, SP - Brazil
Total Affiliations: 2
Document type: Journal article
Source: Journal of the Brazilian Chemical Society; v. 26, n. 1, p. 117-123, JAN 2015.
Web of Science Citations: 5

A number of aldehydes, alkynols and benzylamines were submitted to A(3)-coupling reaction, under CuCl catalysis, giving strategically functionalized hydroxy-propargylamines. The procedure allows the use of alkyl as well as aryl aldehydes. Representative substrates were converted into five- and six-membered cyclic alkaloids by sequential one-pot N-debenzylation/triple bond reduction promoted by Pd, followed by a Mitsunobu-type cyclization. (AU)

FAPESP's process: 11/03244-2 - Asymmetric strategies in A-3 coupling eactions
Grantee:Rafaela Costa Carmona
Support type: Scholarships in Brazil - Master
FAPESP's process: 11/11613-8 - A3-coupling reactions on the synthesis of bioactive nitrogen containing compounds
Grantee:Alcindo Aparecido dos Santos
Support type: Regular Research Grants
FAPESP's process: 08/55401-1 - Preparation and application of chiral compounds containing chalcogens
Grantee:João Valdir Comasseto
Support type: Research Projects - Thematic Grants