Diastereo- and π-Facially Selective Hetero-Diels Alder Cycloaddition Reactions of 3-Butadienyl-2-Azetidinones with Diazo-Dienophiles

The reported work presents the diastereo, regio-, and pi-facial selective synthesis of hetero-Diels-Alder (H-DA) cycloadducts with diazene derivatives viz. di-isopropyldiazocarboxylate and diethylazodicarboxylate with cis/trans-3-butadienyl-beta-lactams having stereocentres at its alpha and beta-position. The H-DA reactions resulted in the formation of beta-lactam tethered-3,6-dihydro-pyridazines in good yields.

Automated summary

This reported work describes the stereo-, regio-, and pi-facial selective synthesis of hetero-Diels-Alder (H-DA) cycloadducts with diazene derivatives, specifically di-isopropyldiazocarboxylate and diethylazodicarboxylate, and cis/trans-3-butadienyl-beta-lactams. The H-DA reactions resulted in the formation of beta-lactam tethered-3,6-dihydro-pyridazines in good yields.