Acetaldehyde in the Enders triple cascade reaction via acetaldehyde dimethyl acetal.

Alessandro Brusa, Debora Iapadre, Maria Edith Casacchia, Alessio Carioscia,Giuliana Giorgianni,Giandomenico Magagnano,Fabio Pesciaioli,Armando Carlone

Beilstein journal of organic chemistry(2023)

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Abstract
Asymmetric organocatalyzed multicomponent reactions represent an important toolbox in the field of organic synthesis to build complex scaffolds starting from simple starting materials. The Enders three-component cascade reaction was a cornerstone in the field and a plethora of organocatalyzed cascade reactions followed. However, acetaldehyde was not shown as a successful reaction partner, probably because of its high reactivity. Herein, we report the Enders-type cascade reaction using acetaldehyde dimethyl acetal, as a masked form of acetaldehyde. This strategy directly converts acetaldehyde, nitroalkenes and enals into stereochemically dense cyclohexenals in good yield and excellent enantioselectivity.
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Key words
triple cascade reaction,acetaldehyde dimethyl,enders
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