Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 15, Pages 5926-5932Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo800980c
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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.
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