Experimental synthesis study demonstrates high-yield generation of alpha-methyl carboxylic acids using enzyme and copper catalysis, highlighting an enantioselective route to drug intermediates.
Dynamic kinetic resolution of allylic alcohols to allylic acetates followed by copper-catalyzed allylic substitution gave alkenes in high yields and high optical purity. Subsequent oxidative C-C double bond cleavage afforded pharmaceutically important alpha-methyl substituted carboxylic acids in high ee.
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Norinder et al. (2007) studied this question.
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