ChemInform Abstract: Extension of the Aza-di-π-methane Reaction to Stable Derivatives. Photochemical Cyclization of β,γ-Unsaturated Oxime Acetates

Autor:	Diego Armesto, William M. Horspool, Ana Ramos, Fernando Langa
Rok vydání:	2010
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Ketone Chemistry Yield (chemistry) Quantum yield General Medicine Photochemistry Oxime Methane Cyclopropane
Zdroj:	ChemInform. 22
ISSN:	0931-7597
DOI:	10.1002/chin.199114084
Popis:	The successful sensitized photochemical conversion of oxime acetates of some β,γ-unsaturated aldehydes and of one ketone into cyclopropane derivatives by the aza-di-π-methane (ADPM) rearrangement has been carried out. Thus, for example, the acetophenon-sensitized irradiation of the oxime acetate of 2,2-dimethyl-4,4-diphenylbut-3-enal affords the oxime acetate of 2,2-dimethyl-3,3-diphenylcyclopropanecarboxaldehyde in 86% yield and with a quantum yield of 0.12. The first report of the successful ADPM rearrangement with all-alkyl substitution is described.
Databáze:	OpenAIRE
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