Regioselective synthesis of functionally hindered α-methylstyrenes through ring transformation of 2H-pyran-2-ones with mesityl oxide |
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Authors: | Amit Kumar |
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Institution: | Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow 226 001, India |
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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. |
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