Abstract
Tandem cyclization of N-propargylaminyl radicals, generated by N-chlorination of ( E)-alk-4-enylamines 2a– d and 2f followed by treatment with tributyltin radical, afforded 2-methylenepyrrolizidines 3a– d and 3f in a highly stereoselective manner. A similar radical cyclization of ( Z)- N-propargyl-1-methyl-5-phenylpent-4-enylamine ( 2e ) gave pyrrolizidine 3b having the same stereochemistry as that obtained from the E isomer 2b .
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