Journalartikel

Cope reaction families: To be or not to be a biradical


AutorenlisteNavarro-Vazquez, A; Prall, M; Schreiner, PR

Jahr der Veröffentlichung2004

Seiten2981-2984

ZeitschriftOrganic Letters

Bandnummer6

Heftnummer17

ISSN1523-7060

DOI Linkhttps://doi.org/10.1021/ol0488340

VerlagAmerican Chemical Society


Abstract
The cyclization reactions of polyunsaturated systems such as enediynes, enyne-allenes, as well as many others, can be structurally related to the Cope reaction and grouped into two branches: 6pi (e.g., Cope, allenyl-Cope) and [2sigma + 4pi] systems (e.g., Bergman, Myers-Saito). After extensive computional (BCCD(T)/cc-pVDZ/UBLYP/6-31G*) examination of a large set of Cope-related reactions, we derive the following simple rule: biradical intermediates are involved along the reaction path if they are stabilized by allylic resonance or aromaticity.



Zitierstile

Harvard-ZitierstilNavarro-Vazquez, A., Prall, M. and Schreiner, P. (2004) Cope reaction families: To be or not to be a biradical, Organic Letters, 6(17), pp. 2981-2984. https://doi.org/10.1021/ol0488340

APA-ZitierstilNavarro-Vazquez, A., Prall, M., & Schreiner, P. (2004). Cope reaction families: To be or not to be a biradical. Organic Letters. 6(17), 2981-2984. https://doi.org/10.1021/ol0488340



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