Catalyst-Controlled Diastereoselective Synthesis of Cyclic Amines via C-H Functionalization

Sailu Munnuri, Adeniyi Michael Adebesin, Mahesh P. Paudyal, Muhammed Yousufuddin, Alfonso Dalipe and John R. Falck*

*Division of Chemistry, Departments of Biochemistry and Pharmacology, University of Texas Southwestern Medical Center, Dallas, Texas 75390, United States, Email: j.falckutsouthwestern.edu

S. Munnuri, A. M. Adebesin, M. P. Paudyal, M. Yousufuddin, A. Dalipe, J. R. Falck, J. Am. Chem. Soc., 2017, 139, 18288-18294.

DOI: 10.1021/jacs.7b09901

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Abstract

Dirhodium-catalyzed intramolecular nitrene insertion into sp³ C-H bonds enables a regio- and diastereoselective synthesis of N-unprotected pyrrolidines at rt without external oxidants, nitrene stabilizing groups, or directing functionality.

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Key Words

pyrrolidines

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ID: J48-Y2017