Radical cyclizations of 1,4-dihydropyridines. Synthesis of chiral fused nitrogen heterocycles. Synthesis of Lupinine and Epilupinine

Mangeney, Pierre; Hamon, Louis; Raussou, Sabine; Urbain, Nicolas; Alexakis, Alexandre

doi:10.1016/S0040-4020(98)00490-6

Scientific article

English

Radical cyclizations of 1,4-dihydropyridines. Synthesis of chiral fused nitrogen heterocycles. Synthesis of Lupinine and Epilupinine

ContributorsMangeney, Pierre; Hamon, Louis; Raussou, Sabine; Urbain, Nicolas; Alexakis, Alexandre

Published inTetrahedron, vol. 54, no. 35, p. 10349-10362

Publication date1998

Abstract

Radical cyclizations of 1-(4-iodoalkanoyl)-3-formyl-4-methyl-1,4-dihydropyridines are described and discussed. A regio and diasteroselective reaction is obtained under ultrasonic conditions. An application to the synthesis of lupinine and epilupinine is shown.

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Citation (ISO format)

MANGENEY, Pierre et al. Radical cyclizations of 1,4-dihydropyridines. Synthesis of chiral fused nitrogen heterocycles. Synthesis of Lupinine and Epilupinine. In: Tetrahedron, 1998, vol. 54, n° 35, p. 10349–10362. doi: 10.1016/S0040-4020(98)00490-6

Article (Published version)

Identifiers

PID : unige:8046
DOI : 10.1016/S0040-4020(98)00490-6

Journal ISSN0040-4020

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Radical cyclizations of 1,4-dihydropyridines. Synthesis of chiral fused nitrogen heterocycles. Synthesis of Lupinine and Epilupinine

Radical cyclizations of 1-(4-iodoalkanoyl)-3-formyl-4-methyl-1,4-dihydropyridines are described and discussed. A regio and diasteroselective reaction is obtained under ultrasonic conditions. An application to the synthesis of lupinine and epilupinine is shown.

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