Expedient synthesis of highly substituted pyrroles via tandem rearrangement of α-diazo oxime ethers

An efficient rhodium-catalyzed synthesis of 2H-azirines and pyrroles has been developed. Novel 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 yiel...

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Bibliographic Details
Main Authors: Jiang, Yaojia, Chan, Wei Chuen, Park, Cheol-Min
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/95800
http://hdl.handle.net/10220/11202
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Institution: Nanyang Technological University
Language: English
Description
Summary:An efficient rhodium-catalyzed synthesis of 2H-azirines and pyrroles has been developed. Novel 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.