A silver-catalyzed modular intermolecular access to 6,6-spiroketals

A modular synthesis of 6,6-spiroketals via silver catalysis is reported. By combining an intermolecular Michael addition and a 6-endo-dig cyclization, this cascade reaction allows the modular preparation of highly substituted 6,6-spiroketals by combining two substrate molecules. Established methods...

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Bibliographic Details
Main Authors: Ahrens, Alexander (Author) , Heinrich, Niklas (Author) , Kohl, Simon (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: November 27, 2019
In: Advanced synthesis & catalysis
Year: 2019, Volume: 361, Issue: 24, Pages: 5605-5615
ISSN:1615-4169
DOI:10.1002/adsc.201900988
Online Access:Resolving-System, Volltext: https://doi.org/10.1002/adsc.201900988
Verlag: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201900988
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Author Notes:Alexander Ahrens, Niklas F. Heinrich, Simon R. Kohl, Martha Hokamp, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
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Summary:A modular synthesis of 6,6-spiroketals via silver catalysis is reported. By combining an intermolecular Michael addition and a 6-endo-dig cyclization, this cascade reaction allows the modular preparation of highly substituted 6,6-spiroketals by combining two substrate molecules. Established methods accessing this interesting substructure are complemented by this new transformation. The protocol tolerates diverse substitution patterns and functional groups.
Item Description:Gesehen am 13.01.2020
Physical Description:Online Resource
ISSN:1615-4169
DOI:10.1002/adsc.201900988