Regioselective synthesis of functionally hindered α-methylstyrenes through ring transformation of 2H-pyran-2-ones with mesityl oxide

Kumar, Amit ; Singh, Fateh V. ; Goel, Atul (2007) Regioselective synthesis of functionally hindered α-methylstyrenes through ring transformation of 2H-pyran-2-ones with mesityl oxide Tetrahedron Letters, 48 (46). pp. 8223-8226. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/j.tetlet.2007.09.084

Related URL: http://dx.doi.org/10.1016/j.tetlet.2007.09.084

Abstract

A regioselective synthesis of α-methylstyrenes with electron-withdrawing or -donating substituents is described and illustrated by carbanion-induced ring transformation of 2H-pyran-2-one with mesityl oxide in excellent yield. The potential of the reaction lies in the creation of an aromatic ring possessing an isopropenyl unit from six-membered lactones at room temperature under mild reaction conditions.

Item Type:Article
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ID Code:117931
Deposited On:06 May 2021 09:27
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