Heterocyclic Photochemistry in Contrast with Carbon Behavior. Regioselective Photochemical Rearrangement of an Azacyclohexadienone: Mechanistic and Exploratory Organic Photochemistry

Autor:	Howard E. Zimmerman, S. V. Shorunov
Rok vydání:	2009
Předmět:	chemistry.chemical_classification Aza Compounds Reaction mechanism Molecular Structure Photochemistry Organic Chemistry Mechanistic organic photochemistry Regioselectivity chemistry.chemical_element Stereoisomerism Carbon chemistry Heterocyclic Compounds Molecule Lactone Lumisantonin
Zdroj:	The Journal of Organic Chemistry. 74:5411-5416
ISSN:	1520-6904 0022-3263
Popis:	The Type-A photochemistry of cyclohexadienones is well-studied and follows a well-established mechanistic pathway. One early example is the rearrangement of santonin to lumisantonin. Another example is the rearrangement of 4,4-diphenylcyclohexa-1,5-dienone. Remarkably, replacement of one carbon by nitrogen alters the reaction course to give a regioselective phenyl migration.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::cfdaca5c43c86a1d5c62175709df859b https://doi.org/10.1021/jo900901g Zobrazit plný text záznamu