A3-Coupling Reaction as a Strategy Towards the Synthesis of Alkaloids

A number of aldehydes, alkynols and benzylamines were submitted to A3-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 fiveand six-membe...

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Published in:Journal of the Brazilian Chemical Society 2015-01, Vol.26 (1), p.117-123
Main Authors: Carmona, Rafaela C., Wendler, Edison P., Sakae, George H., Comasseto, João V., Santos, Alcindo A. Dos
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Language:eng ; por
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container_issue 1
container_start_page 117
container_title Journal of the Brazilian Chemical Society
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creator Carmona, Rafaela C.
Wendler, Edison P.
Sakae, George H.
Comasseto, João V.
Santos, Alcindo A. Dos
description A number of aldehydes, alkynols and benzylamines were submitted to A3-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 fiveand six-membered cyclic alkaloids by sequential one-pot N-debenzylation/triple bond reduction promoted by Pd, followed by a Mitsunobu-type cyclization.
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title A3-Coupling Reaction as a Strategy Towards the Synthesis of Alkaloids
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