C-H carbene insertion of alpha-diazo acetamides by photolysis in non-conventional media
Research output: Contribution to journal › Article › Scientific › peer-review
|Number of pages||7|
|Journal||Journal of Organic Chemistry|
|Publication status||Published - 1 Aug 2008|
|Publication type||A1 Journal article-refereed|
Light from a mercury vapor high-pressure lamp was used to induce the photolytic decomposition of alpha-diazo acetamides in hexane and in nonconventional media such as water or a film. The corresponding beta- and/or gamma-lactams were obtained in reasonable yields and in some cases with good diastereoselectivities with no need to use a metallic catalyst. Experimental studies on chiral substrates demonstrated the occurrence of insertion with retention of configuration.
- CARBON-HYDROGEN INSERTION, ORGANIC-REACTIONS, AQUEOUS-MEDIA, WOLFF REARRANGEMENT, DIAZOCARBONYL COMPOUNDS, WATER, DECOMPOSITION, ESTERS, DIAZOACETAMIDES, STEREOCHEMISTRY