Direct-Type Reaction Of Simple Amides

Direct-Type Reaction Of Simple Amides

Author: Steffen Meyer

Shu̅ Kobayashi and colleagues, The University of Tokyo, Japan, have performed the first example of a highly enantioselective catalytic direct-type reaction of simple amides. In an asymmetric direct 1,4-addition, simple amides without any activating group reacted with α,β-unsaturated carbonyl compounds at the α-position. A catalytic amount of a novel chiral catalyst consisting of a potassium base and the macrocyclic chiral crown ether binaphtho-34-crown-10 was used.

The desired 1,5-dicarbonyl compounds (pictured) were obtained in high yields with excellent diastereo- and enantioselectivities.


 

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