257940-60-6Relevant articles and documents
Synthesis of substituted pyrrolidines by sequential radical cyclization and N-acyliminium ion reactions
Matos, Marta R. P. Norton,Afonso, Carlos A. M.,McGarvey, Timothy,Lee, Paul,Batey, Robert A.
, p. 9189 - 9193 (1999)
Readily available N-acyl-2-pyrrolines are converted into functionalized α-alkoxy-β-iodopyrrolidines by N-iodosuccinimide promoted alcohol addition to the enamine group. These compounds are readily cyclized using a sodium cyanoborohydride-catalytic tributylstannane system affording functionalized pyrrolidines in good yields. The cyclized products undergo N-acyliminium ion reactions, such as BF3·OEt2 mediated addition of allyltrimethylsilane.