1,3-Dipolar cycloaddition of cis-2,3-Dibenzoyl-1-phenylaziridine

Abstract

cis-2,3-Dibenzoyl-1-phenylaziridine is highly reactive in 1,3-dipolar cycloadditions. Reactions with dimethyl fumarate and with dimethyl maleate at 125°C yield together all possible isomeric dimethyl 2,5- dibenzoyl-1-phenylpyrrolidine-3,4-dicarboxylates. Cycloadditions with reactive dipolarophiles at 85°C lead to adducts derived from the parent aziridine without isomerization of the intermediate ylid.