Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 8, Pages 3212-3217Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo8000996
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An expedient, five step synthesis of caprolactam 1 is reported starting, from natural L-homoserine. The key step is a chemoselective reductive cyclization of alpha,beta-unsaturated nitrile 10 mediated by Raney-Co type metals. This hydrogenation is extensively investigated in order to account for the observed product distribution and yields.
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