Fig. 4: Asymmetric hydrosilylation of oxymalonic esters. | Nature Communications

Fig. 4: Asymmetric hydrosilylation of oxymalonic esters.

From: Diverse synthesis of α-tertiary amines and tertiary alcohols via desymmetric reduction of malonic esters

Fig. 4: Asymmetric hydrosilylation of oxymalonic esters.

a Scope of oxymalonic esters for the desymmetric hydrosilylation. Unless noted otherwise, the desymmetrization was run using oxymalonic ester (0.3 mmol), (MeO)3SiH (0.9 mmol), L9 (5 mol%), and ZnEt2 (10 mol%) in toluene at 0 °C. The yields shown were isolated yields and the e.e. values were determined by chiral HPLC analysis of isolated products. TMS trimethylsilyl, PG protecting group. aThe e.e. values were determined after an esterification with benzoyl chloride. b Kinetic resolution of oxymalonic esters and an attempted desymmetrization of diethyl glutarate. s, s factor of the kinetic resolution.

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