Intramolecular radical trapping in “set” ring opening of N-enoyl aziridines. A new mechanistic probe and a new synthesis of pyrrolidones.

G Bentz, N Besbes, A Laurent, H Stamm

文献索引：Bentz, G.; Besbes, N.; Laurent, A.; Stamm, H. Tetrahedron Letters, 1987 , vol. 28, # 22 p. 2511 - 2512

全文：HTML全文

被引用次数: 12

摘要

Summary: N-Acryloyl aziridines la-c form pyrrolidones 4a-c via electron at- tachment, homolytic ring cleavage of the intermediate ketyl, and intramolecu- lar trapping of the radical by the C=C bond of the acryloyl moiety of la-c. ... Homolytic ring opening of N-acyl aziridines has been established for SET ... In a SET initiated reaction sequence of la-c we expected an intramolecu- ... 3'. The latter could (a) undergo addition to a partner, (b) undergo dispropor-