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Highly diastereoselective and regioselective copper-catalyzed nitrosoformate dearomatization reaction under aerobic-oxidation conditions

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An unprecedented copper-catalyzed acylnitroso dearomatization reaction, which expands the traditional acylnitroso ene reaction and acylnitroso Diels-Alder reaction to a new type of transformation, has been developed under aerobic oxidation. Intermolecular and intra-/intermolecular reaction modes dem...

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Bibliographic Details
Main Authors: Yang, Weibo (Author) , Huang, Long (Author) , Yu, Yang (Author) , Pflästerer, Daniel (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: March 3, 2014
In: Chemistry - a European journal
Year: 2014, Volume: 20, Issue: 14, Pages: 3927-3931
ISSN:1521-3765
DOI:10.1002/chem.201400321
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201400321
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201400321
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Author Notes:Weibo Yang, Long Huang, Yang Yu, Daniel Pflästerer, Frank Rominger, and A. Stephen K. Hashmi
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Summary:An unprecedented copper-catalyzed acylnitroso dearomatization reaction, which expands the traditional acylnitroso ene reaction and acylnitroso Diels-Alder reaction to a new type of transformation, has been developed under aerobic oxidation. Intermolecular and intra-/intermolecular reaction modes demonstrate an entirely different N- or O-acylnitroso selectivity. Hence, we can utilize this reaction as a highly diastereoselective access to a series of new pyrroloindoline derivatives, which are important structural motifs for natural-product synthesis.
Item Description:Gesehen am 31.07.2020
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201400321

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