Phenyl trimethyl ammonium tribromide mediated robust one-pot synthesis of spiro-oxacycles - an economic route - stereoselective synthesis of oxaspirohexacyclodieneones

This paper entails the first recognition of Phenyl Trimethyl Ammonium Tribromide (PTAB) as an effective reagent for spiro-cyclizations proceeding via oxidative dearomatization. The experiment exhibits economical, metal and ligand free one-pot accomplishment of these significant transformations. The...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2016-01, Vol.14 (33), p.7883-7898
Main Authors: Sarkar, Debayan, Ghosh, Manoj Kumar, Rout, Nilendri
Format: Article
Language:English
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Summary:This paper entails the first recognition of Phenyl Trimethyl Ammonium Tribromide (PTAB) as an effective reagent for spiro-cyclizations proceeding via oxidative dearomatization. The experiment exhibits economical, metal and ligand free one-pot accomplishment of these significant transformations. The described protocol presents the first generalised methodology of spiro-oxacycle synthesis which can be applied towards various directions. A stereoselective synthesis of oxa-spirocyclooxadieneones has been accomplished. This paper entails the first recognition of Phenyl Trimethyl Ammonium Tribromide (PTAB) as an effective reagent for spiro-cyclizations proceeding via oxidative dearomatization.
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob01116k