The Synthesis, Structural Characterisation and Chemical Manipulation of the [6+3] Cycloadduct Derived from α‐Tropolone  O ‐Methyl Ether and Trimethylenemethane | Zendy

Crisp Antony L. | Zendy; Noble Benjamin | Zendy; Schwartz Brett D. | Zendy; Willis Anthony C. | Zendy; Coote Michelle L. | Zendy; Banwell Martin G. | Zendy

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

Author(s) -

Crisp Antony L.,

Noble Benjamin,

Schwartz Brett D.,

Willis Anthony C.,

Coote Michelle L.,

Banwell Martin G.

Publication year - 2019

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201900334

Subject(s) - tropolone , chemistry , trimethylenemethane , adduct , cycloaddition , bicyclic molecule , ether , medicinal chemistry , stereochemistry , organic chemistry , catalysis

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 .

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