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  • Magnesium-catalyzed asymmetric direct aldol addition of ethyl diazoacetate to aromatic, aliphatic, and alpha,beta-unsaturated aldehydes.

Magnesium-catalyzed asymmetric direct aldol addition of ethyl diazoacetate to aromatic, aliphatic, and alpha,beta-unsaturated aldehydes.

Journal of the American Chemical Society (2009-02-05)
Barry M Trost, Sushant Malhotra, Benjamin A Fried
ABSTRACT

Magnesium-catalyzed enantioselective aldol between ethyl diazoacetate and aromatic, aliphatic, and alpha,beta-unsaturated aldehydes affords alpha-diazo-beta-hydroxy-esters in high enantioselectivities. Aldol adducts resulting from this asymmetric transformation are versatile intermediates toward the synthesis of several ester containing chiral building blocks.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ethyl diazoacetate, contains ≥13 wt. % dichloromethane