Journal article

Publication year: 2004

Pages: 2981-2984

Journal: Organic Letters

Volume number: 6

Issue number: 17

ISSN: 1523-7060

DOI Link: https://doi.org/10.1021/ol0488340

Publisher: American 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.

Harvard Citation style: Navarro-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 Citation style: Navarro-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