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Expedient Synthesis of Highly Substituted Pyrroles via Tandem Rearrangement of α-Diazo Oxime Ethers

Yaojia Jiang, Wei Chuen Chan and Cheol-Min Park*

*Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore, Email: cmparkntu.edu.sg

Y. Jiang, W. C. Chan, C.-M. Park, J. Am. Chem. Soc., 2012, 134, 4104-4107.

DOI: 10.1021/ja300552c (free Supporting Information)


Abstract

An efficient rhodium-catalyzed rearrangement of α-oximino ketenes derived from α-diazo oxime ethers provides 2H-azirines bearing quaternary centers and allows for subsequent rearrangement to highly substituted pyrroles in excellent yields.

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Key Words

Azirines, Pyrroles


ID: J48-Y2012-0580