166273-19-4

Upstream product

• 5291-77-0 1-benzyl-2-pyrrolidone 
• 34837-55-3 Phenylselenyl bromide 
• 100-39-0 benzyl bromide 

Downstream Products

• 64330-46-7 1-benzyl-1,5-dihydro-2H-pyrrole-2-one 
• 323204-69-9 1-benzyl-5-hydroxy-1,5-dihydro-2H-pyrrol-2-one 

Relevant academic research and scientific papers

N-benzyl-5-hydroxy-3-pyrrolidin-2-one by hydrogen peroxide oxidation of N-benzyl-3-phenylseleno-2-pyrrolidinone

Using the known peroxide oxidation of N-benzyl-3-phenylseleno-2- pyrrolidinone with 30% hydrogen peroxide at -5°C after 3.5 h, we prepared the expected N-benzyl-3-pyrrolin-2-one. However, reaction with 30% hydrogen peroxide for 12 h (-5°C→ambient) gave the unexpected product N-benzyl-5-hydroxy-3-pyrrolidin-2-one in 84% isolated yield. This procedure is a new synthetic route to N-benzyl-5-hydroxy-3-pyrrolidin-2-one. Copyright Taylor & Francis Group, LLC.

Catalytic, asymmetric vinylogous Mukaiyama aldol reactions of pyrrole- and furan-based dienoxy silanes: How the diene heteroatom impacts stereocontrol

Denmark's chiral bisphosphoramide/silicon tetrachloride system performs as an excellent Lewis base-Lewis acid catalyst for the vinylogous Mukaiyama aldol reaction of pyrrole- and furan-based dienoxy silanes with aromatic and heteroaromatic aldehydes. This asymmetric methodology provides a powerful synthetic entry to a variety of d-hydroxylated g-butenolide-type frameworks with high efficiency and valuable margins of regio-, diastereo-, and enantioselectivity. Notably, the nature of the heteroatom within the vinylogous dienoxy silane donor heavily impacts the diastereocontrol, with syn-configured aldol adducts emerging from pyrroles bearing electron- withdrawing N-protecting groups (Boc, Ts, and Cbz) and anti-configured adducts prevailing when furan- or N-alkyl/alkenylpyrrole donors are involved.

Preparation and epoxidation of conjugated lactams: Influence of ring size on epoxidation

α,β-Epoxy-lactams can be prepared from conjugated lactams by treatment with m-chloroperoxybenzoic acid. Good yields are obtained, however, only with 2-pyrrolidinone derivatives. The yield of epoxy-lactam diminishes dramatically as the size of the lactam ring increases.