A Silver‐Catalyzed Modular Intermolecular Access to 6,6‐Spiroketals

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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Veröffentlicht in:Advanced synthesis & catalysis 2019-12, Vol.361 (24), p.5605-5615
Hauptverfasser: Ahrens, Alexander, Heinrich, Niklas F., Kohl, Simon R., Hokamp, Martha, Rudolph, Matthias, Rominger, Frank, Hashmi, A. Stephen K.
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes
Cascade chemical reactions
Enones
Functional groups
Michael addition
Silver catalysis
Spiroketals
Substitution reactions
Substrates
Substructures
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container_end_page 5615
container_issue 24
container_start_page 5605
container_title Advanced synthesis & catalysis
container_volume 361
creator Ahrens, Alexander
Heinrich, Niklas F.
Kohl, Simon R.
Hokamp, Martha
Rudolph, Matthias
Rominger, Frank
Hashmi, A. Stephen K.
description 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.
doi_str_mv 10.1002/adsc.201900988
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source Wiley Online Library Journals Frontfile Complete
subjects Alkynes
Cascade chemical reactions
Enones
Functional groups
Michael addition
Silver catalysis
Spiroketals
Substitution reactions
Substrates
Substructures
title A Silver‐Catalyzed Modular Intermolecular Access to 6,6‐Spiroketals
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