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Phenyl trimethyl ammonium tribromide mediated robust one-pot synthesis of spiro-oxacycles – an economic route – stereoselective synthesis of oxaspirohexacyclodieneones†
Debayan Sarkar,Manoj Kumar Ghosh,Nilendri Rout
Organic & Biomolecular Chemistry Pub Date : 07/19/2016 00:00:00 , DOI:10.1039/C6OB01116K
Abstract

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.

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