oh o co2h co2h o purpose of the problem exploration

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Unformatted text preview: rotect with acid, and we have our product. MeO CHO OMe OMe MeO 1. Mg MeOH OMe 2. RCHO CHO H H2O Et2O H Br MeO Br MgBr HO HO R R PROBLEM 2 How would you convert this lactone selectively into either the hydroxyacid or the unfunctionalised acid? ? ? OH O CO2H CO2H O Purpose of the problem Exploration of chemoselectivity. Suggested solution ■ You can read about an application of this chemistry in S. Torii et al, Bull. Chem. Soc. Japan, 1978, 51, 3590. The conversion into the hydroxy- acid is just hydrolysis and can be carried out in aqueous base. Conversion into the unfunctionalized acid demands selective redu...
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This document was uploaded on 02/10/2014.

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