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. 2009 Nov 5;11(21):4802-5.
doi: 10.1021/ol901760a.

Mechanistic investigation on the formation of indolizines from 2-enynylpyridines

Inma R Lahoz  1 , Cristina Sicre, Armando Navarro-Vázquez, Carlos Silva López, María-Magdalena Cid
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Mechanistic investigation on the formation of indolizines from 2-enynylpyridines

Inma R Lahoz et al. Org Lett. .

Abstract

2,3,7-Trisubstituted indolizines were obtained from E- or Z-2-enynyl-4-substituted pyridines. The mechanistic pathway involves a base-catalyzed double-bond isomerization, if the E-isomer is the starting material, followed by a concerted pseudocoarctate cyclization.

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