Publication Details (including relevant citation information):
Marcin Budny, Magdalena Nowak, Andrzej Wojtczak, Andrzej Wolan, Eur. J. Org. Chem., 2014, Early View. doi: 10.1002/ejoc.201402571
Rhodium-catalyzed cyclization of N-(2,3,4,5,6-pentafluoro-benzyloxy) diazo amides leading to the corresponding γ-lactams is described. The cyclization is based on the intramolecular catalytic insertion into the C–H bond. Fourteen lactams were obtained with up to 91 % yield and 88 % ee. Gabapentin hydrochloride, a GABA analog, was also synthesized by this method, which shows that deprotection of the 2,3,4,5,6-pentafluorobenzyloxy group is possible.
Address (URL): http://dx.doi.org/10.1002/ejoc.201402571