202926-05-4

Upstream product

• 1950-78-3 p-toluenesulfonyl iodide 
• 202926-03-2 Hex-5-enyl-((R)-1-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 202926-16-7 (R)-N-(1-phenylethyl)-5-hexenylamine 
• 17482-21-2 1-(hex-5-en-1-ylsulfonyl)-4-methylbenzene 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 

Relevant academic research and scientific papers

Synthesis of 2-substituted nitrogen heterocycles using para-toluenesulfonyl iodide in a key step

N-Protected aminoalkenes undergo radical addition of tosyl iodide to give β-iodosulfones which can subsequently be induced to cyclise giving 2-substituted pyrrolidines and piperidines. Incorporation of an α-methylbenzyl group at nitrogen leads to a diastereoselective ring closure where the constituent diastereoisomers can be separated readily giving chiral, non-racemic heterocycles.