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Highly regioselective synthesis of lactams via cascade reaction of α,β-unsaturated ketones, ketoamides, and DBU as a catalyst†
Zhan-Yong Wang
RSC Advances Pub Date : 02/06/2023 00:00:00 , DOI:10.1039/D2RA07117G
Abstract

Herein, the aldol/Michael cascade reaction on the β,γ-positions of α,β-unsaturated ketones with ketoamides to construct bicyclic lactams via DBU catalysis has been developed. The substrates were well-tolerated with high regio- and diastereoselectivities in moderate to good yields (32 examples). The control experiments revealed that the hydrogen of the amide was the key factor.

Graphical abstract: Highly regioselective synthesis of lactams via cascade reaction of α,β-unsaturated ketones, ketoamides, and DBU as a catalyst
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