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Issue 39, 2019
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Regio- and chemo-selective cyclization of allenic-Ugi products for the synthesis of 3-pyrroline skeletons

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Abstract

A highly efficient and stable novel class of allenic-Ugi products through a Crabbé homologation reaction is successfully demonstrated. Then, a regio- and chemo-selective cyclization of allenic-Ugi derivatives in a 5-exo-dig fashion to access 3-pyrroline skeletons is developed. Also, computational studies were performed and explained to provide insights into the reaction mechanism. This approach displays high bond-forming efficiency and atom economy with high yields.

Graphical abstract: Regio- and chemo-selective cyclization of allenic-Ugi products for the synthesis of 3-pyrroline skeletons

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Supplementary files

Article information


Submitted
07 Sep 2019
Accepted
18 Sep 2019
First published
18 Sep 2019

Org. Biomol. Chem., 2019,17, 8858-8870
Article type
Paper

Regio- and chemo-selective cyclization of allenic-Ugi products for the synthesis of 3-pyrroline skeletons

K. Amiri, H. Khosravi, S. Balalaie, F. Golmohammadi, M. U. Anwar and A. Al-Harrasi, Org. Biomol. Chem., 2019, 17, 8858
DOI: 10.1039/C9OB01963D

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