N,N'-dioxide-Cu(OTf)(2) complex catalyzed highly enantioselective amination reaction of N-acetyl enamide.

Org Lett

Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, People's Republic of China.

Published: May 2010

The N,N'-dioxide-Cu(OTf)(2) complexes were applied in the asymmetric amination reaction of N-acetyl enamides with dialkyl azodicarboxylate, giving the corresponding products in good yields with high enantioselectivities (up to 91% ee). Precursors of vicinal diamine were readily obtained with excellent diastereoselectivities (>95:5) by NaBH(4) reduction.

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http://dx.doi.org/10.1021/ol100540pDOI Listing

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