Asymmetric aldol reactions using (4R-trans)-2-(1-methyl- ethenyl)-1,3,2-dioxaborolane-4,5-dicarboxylic acid, bis-ethyl ester, a chiral precursor of the acetone enolate

Add time:07/19/2019    Source:sciencedirect.com

(4R-trans)-2-(1-Methylethenyl)-1,3,2-dioxaborolane-4,5-dicarboxylic acid, bis- ethyl ester upon oxidation with trimethylamine oxide gives a chiral enol borate that condenses with aldehydes to give optically active 4-hydroxy-2-alkanones in 55-77% yield and 41-65% e.e.

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