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

Journal of the American Chemical Society
Yaojia JiangCheol-Min Park

Abstract

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.

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Citations

Jun 19, 2013·Chemical Reviews·Annette D Allen, Thomas T Tidwell
May 19, 2017·Chemical Communications : Chem Comm·Subin ChoiCheol-Min Park
Mar 10, 2017·Chemical Communications : Chem Comm·Subin ChoiCheol-Min Park
May 7, 2016·Chemical Communications : Chem Comm·Nicole S Y LoyCheol-Min Park
Nov 8, 2016·Organic & Biomolecular Chemistry·Jian-Qiang ZhaoWei-Cheng Yuan
Jan 20, 2016·Organic & Biomolecular Chemistry·Deng-Feng YueWei-Cheng Yuan
May 29, 2018·Organic & Biomolecular Chemistry·Mi-Na ZhaoZheng-Hui Guan
Feb 3, 2015·Chemistry : a European Journal·Yun-Zhou ZhaoMin Shi
Oct 30, 2018·Chemistry : a European Journal·Yufeng WuA Stephen K Hashmi
May 23, 2019·Organic & Biomolecular Chemistry·Yufeng WuA Stephen K Hashmi
Jun 20, 2014·Organic & Biomolecular Chemistry·Abhijeet SrivastavaMaya Shankar Singh
Jan 12, 2013·Angewandte Chemie·Nicole S Y LoyCheol-Min Park
Nov 28, 2012·Angewandte Chemie·Min ZhangMatthias Beller
Jan 11, 2013·Chemical Communications : Chem Comm·Zikun WangDewen Dong
May 31, 2014·Chemical Communications : Chem Comm·Wei DuZheng-Hui Guan
Aug 7, 2018·Chemical Communications : Chem Comm·Zheng LingWanbin Zhang
Jul 24, 2013·Chemical Communications : Chem Comm·Huajian ZhuHongbin Zou
Oct 11, 2012·Chemical Communications : Chem Comm·Xinxin QiCheol-Min Park
Apr 4, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Timur O ZanakhovAlexander A Khlebnikov

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