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6 december 2022 09:37:19

 
A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition (Beilstein Journal of Organic Chemistry)
 


Abstract A straightforward access to novel spiro[benzofuran-2,3'-pyrrolidine]-2',5'-diones based on the Rh2(esp)2-catalyzed insertion of carbenes derived from diazo arylidene succinimides (DAS) into the O–H bond of phenols is described. The initial adducts underwent a thermally promoted Claisen rearrangement followed by DABCO-catalyzed intramolecular 5-exo-trig oxa-Michael addition. Beilstein J. Org. Chem. 2022, 18, 1649–1655. doi:10.3762/bjoc.18.177


 
87 viewsCategory: Chemistry
 
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