Abstract
Radical reaction of N-allylalk-4-enylaminyl radicals, generated from the corresponding N-chloroamines by treatment with Bu 3SnH-AIBN in refluxing toluene, was carried out. Tandem cyclization of the resulting neutral aminyl radicals readily took place steroselectively to give 1,2,5-trisubstituted pyrrolizidines and a pyrroloindole derivative as a sole product in good yields. The cyclization products contained only two stereoisomers in each reaction, indicating that both of the consecutive cyclizations proceeded in a stereoselective manner.
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