A new mode of cyclobutenedione ring opening for the synthesis of 2-oxobut-3-enamides and tetrasubstituted furans

Chem Commun (Camb). 2021 May 13. doi: 10.1039/d1cc02097h. Online ahead of print.ABSTRACTA dichotomy between the additions of organolithiums and lithium amides to cyclobutenediones is described wherein the former give carbonyl addition products while the latter induce ring opening by enone cleavage via O- to C-lithium transfer. This distinct mode of ring scission gives access to 2-oxobut-3-enamides and tetrasubstituted furans.PMID:33982046 | DOI:10.1039/d1cc02097h

Source: Chemical Communications - May 13, 2021 Category: Chemistry Authors: Ryan M Bennett Wei Sun Dharyl C Wilson Mark E Light David C Harrowven Source Type: research