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The Synthesis, Structural Characterisation and Chemical Manipulation of the [6+3] Cycloadduct Derived from alpha-Tropolone O-Methyl Ether and Trimethylenemethane

Crisp, Antony; Noble, Dr Benjamin; Schwartz, Brett; Willis, Anthony; Coote, Michelle; Banwell, Martin


The title bicyclic system 3, the adduct arising from the formal [6+3] cycloaddition of α‐tropolone O‐methyl ether (1) and trimethylenemethane (2), has been prepared and subject to single‐crystal X‐ray analysis. The chemical manipulation of adduct 3 in a range of ways is reported, including through acid‐catalysed rearrangement of the derived mono‐oxide to give the bicyclo[4.3.1]undecane 21.

CollectionsANU Research Publications
Date published: 2019
Type: Journal article
Source: Asian Journal of Organic Chemistry
DOI: 10.1002/ajoc.201900334
Access Rights: Open Access


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