Enantioselective synthesis of tertiary α-chloro esters by non-covalent catalysis
2015
Liu, Richard Y. | Wasa, Masayuki | Jacobsen, Eric N.
We report an enantioselective approach to tertiary α-chloro esters through the reaction of silyl ketene acetals and N-chlorosuccinimide. The reaction is promoted by a chiral squaramide catalyst, which is proposed to engage both reagents exclusively through non-covalent interactions. Application of the tertiary chloride products in stereospecific substitution reactions is demonstrated.
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