Journalartikel

Jahr der Veröffentlichung: 2006

Seiten: 1162-1165

Zeitschrift: European Journal of Organic Chemistry

Bandnummer: 2006

Heftnummer: 5

ISSN: 1434-193X

DOI Link: https://doi.org/10.1002/ejoc.200500776

Verlag: Wiley

Abstract: 
The thermal rearrangements of 3-heteroatom-pent-1-en-4-yn-1-ones were studied at the BLYP/6-311+G*//BLYP/631G* level of theory. While cyclizations to oxo-hetero-cyclopentadien-di-yl are most favorable and predicted to be experimentally feasible for X = CH-, NH, O, and S, protonation. of these substituents raises the corresponding 2,6-cyclization barriers. Cyclizations to oxacyclohexadienediyl are highly improbable due to competition with other low-lying alternative pathways.

Harvard-Zitierstil: Schreiner, P. and Bui, B. (2006) Moore cyclizations: Rearrangements of 3-heteroatom-pent-1-en-4-yn-1-ones - A computational search for new reactions, European Journal of Organic Chemistry, 2006(5), pp. 1162-1165. https://doi.org/10.1002/ejoc.200500776

APA-Zitierstil: Schreiner, P., & Bui, B. (2006). Moore cyclizations: Rearrangements of 3-heteroatom-pent-1-en-4-yn-1-ones - A computational search for new reactions. European Journal of Organic Chemistry. 2006(5), 1162-1165. https://doi.org/10.1002/ejoc.200500776