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Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins†
Claire L. Jarvis,Neyra M. Jemal,Spencer Knapp
Organic & Biomolecular Chemistry Pub Date : 05/25/2018 00:00:00 , DOI:10.1039/C8OB01015C
Abstract

A new preparation of δ-lactams is reported. In the presence of a Lewis acid promoter, alkoxyisocoumarins engage a range of N-aryl and N-alkyl imines to form δ-lactams with a pendent carboalkoxy substituent. A sulfonamide-thiourea catalyst enables the synthesis of these products in moderate to good enantioselectivities.

Graphical abstract: Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins
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