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Carbonyl transposition serves as an important reaction in organic synthesis. Carbonyl transposition results in transposition of the functional groups without loss of the carbonyl moiety. Chromium oxidations of tertiary unsaturated carbinols have been studied since the 1970’s for their ability to cause carbonyl transposition. It is only recently that carbonyl transposition of secondary unsaturated benzylic alcohols has been reported with the use of chromium. Different oxidation reactions were examined for the potential carbonyl transposition products. Oxidation of unsaturated benzylic alcohols were maintained at varying temperature with pyridinium chlorochromate to monitor for the formation of product. As the temperature increased an increase in the benzaldehyde derivative was observed as well as an increase in the transposition product. The electron withdrawing groups gave the lowest yield of the transposed product.
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