181826-69-7

Upstream product

• 186749-74-6 N-benzyloxy-4-methylene-L-glutamic acid di-tert-butyl ester 
• 181826-43-7 ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime 
• 186749-79-1 N-benzyloxy-4-methylene-(S)-glutamic acid 
• 203127-16-6 O-benzyl tert-butyl glyoxylate oxime ether 
• 181826-59-5 (S)-4-Benzyloxyamino-5-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid methyl ester 
• 186749-80-4 (S)-1-Benzyloxy-4-methylene-5-oxo-pyrrolidine-2-carboxylic acid 

Downstream Products

• 182073-75-2 (S)-(+)-methyl-4-methylene-5-oxopyrrolidine-2-carboxylate 

Relevant academic research and scientific papers

Enantioselective allylation of α-ketoester oximes with an external chiral ligand: Asymmetric synthesis of allylglycines and allylalanine

A highly enantioselective allylation of oximes of α-ketoesters is described with phenyl substituted chiral bis(oxazoline) as external ligand of allylzinc reagents. This method provides an efficient and convenient access to N-benzyloxy allylglycine, allylglycine and chain substituted variants with high enantiomeric purities. Copyright (C) 1996 Elsevier Science Ltd.

The asymmetric synthesis of allylglycine and other unnatural α-amino acid via zinc-mediated allylation of oximes in aqueous media

Enantiomerically pure or highly enriched allylglycine and its chain-substituted analogs are easily accessible from the reaction of the sultam derivative of O-benzyl glyoxylic acid oxime with allylic bromides in the presence of powdered zinc in aqueous ammonium chloride.