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Synthesis of Complex Tertiary Glycolates by Enantioconvergent Arylation of Stereochemically Labile α-Keto Esters
March 07 2017
March 02 2017
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Abstract
<p class="first" id="P1">Enantioconvergent arylation reactions of boronic acids and
racemic β-stereogenic α-keto
esters have been developed. The reactions are catalyzed by a chiral (diene)Rh(I) complex
and provide a wide array of β-stereogenic tertiary aryl glycolate derivatives with
high levels of diastereo- and enantioselectivity. Racemization studies employing a
series of sterically differentiated tertiary amines suggest that the steric nature
of the amine base additive exerts a significant influence on the rate of substrate
racemization.
</p><p id="P2">
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