Autor:	Sylvia Zohrabian, Ryan M. Bell, William Hancock-Cerutti, George R. Mann, Phyllis A. Leber, John E. Baldwin, Matthew F. Wipperman
Rok vydání:	2012
Předmět:	Stereochemistry Chemistry Organic Chemistry Epimer Sigmatropic reaction Isomerization Ene reaction Gas phase
Zdroj:	The Journal of Organic Chemistry. 77:3468-3474
ISSN:	1520-6904 0022-3263
Popis:	cis,anti,cis-Tricyclo[7.4.0.0(2,8)]tridec-10-ene (13TCT) undergoes [1,3] sigmatropic rearrangements at 315 °C in the gas phase to the si product 1 and to the sr product 2 with si/sr = 2.1. The dominant thermal isomerization process, however, is epimerization at C8 to afford product 3. That stereomutation at C8 occurs 50% faster than the si and sr shifts combined.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2ffb6639a4ef767176b78ced97c69196 https://doi.org/10.1021/jo300082a Zobrazit plný text záznamu