Unique ionic iodine atom transfer cyclization: a new route to iodomethylated pyrrolidine derivatives from gamma-iodoolefin and chloramine-T.
[reaction: see text] Pyrrolidines and bicyclic pyrrolidine derivatives can effectively be synthesized from gamma-iodoolefins using commercially available chloramine-T (CT) as a nitrogen source. The cyclization proceeds with high stereoselectivity via a cyclic iodonium intermediate.
Minakata
Satoshi
S
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan.
Kano
Daisuke
D
Oderaotoshi
Yoji
Y
Komatsu
Mitsuo
M