123098-76-0

Upstream product

• 121686-86-0 cis-N-benzyl-4-hydroxy-5-(hydroxymethyl)pyrrolidin-2-one 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 14309-88-7 N-benzylthioacetamide 
• 114628-12-5 cis-N-benzyl-4-hydroxy-5-(iodomethyl)pyrrolidin-2-one 
• 123076-40-4 cis-N-benzyl-5-(acetoxymethyl)-4-hydroxypyrrolidin-2-one 
• 123076-22-2 N-benzyl-3-hydroxypent-4-enethioamide 
• 114628-09-0 N-Benzyl-3-hydroxy-pent-4-enimidothioic acid methyl ester 

Relevant academic research and scientific papers

Electrophilic Olefin Heterocyclization in Organic Synthesis. Stereoselective Synthesis of 4,5-Disubstituted γ-Lactams by Iodine-Induced Lactam Formation of γ,δ-Unsaturated Thioimidates

Iodine-induced lactamization of γ,δ-unsaturated thioimidates proceeds regioselectively to provide γ-lactams.The iodolactamization with allylic substituents brings about 1,2-asymmetric induction, which depends on the allyl groups.Transformation of the cis-4-hydroxy-5-(iodomethyl)pyrrolidin-2-one (24a) among these highly functionalized γ-lactams into several biologically active compounds is described.In addition, the conversion of an optically active form of 24a is discussed.