Synthesis of the C1-C15 fragment of apicularen A through a regioselective electron-transfer-initiated cyclization reaction was written by Poniatowski, Alexander J.;Floreancig, Paul E.. And the article was included in Synthesis in 2007.COA of Formula: C11H13NO This article mentions the following:
In this paper we report the preparation of the benzyltetrahydropyran fragment I of the vacuolar ATPase inhibitor apicularen A through an oxidative cyclization protocol. In this reaction regioselective cleavage of one homobenzylic ether in the presence of another homobenzylic ether is achieved by selectively weakening one carbon-carbon σ-bond through substitution. This work demonstrates that oxidative fragmentation reactions can be used to generate stable cations selectively, even in the presence of other readily oxidized groups, provided that bond cleavage is sufficiently rapid following oxidation In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5COA of Formula: C11H13NO).
2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.COA of Formula: C11H13NO
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts