227930-62-3

Upstream product

• 591-51-5 phenyllithium 
• 227930-59-8 6-oxo-3,6-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 183890-38-2 methyl (2S)-N-tert-butoxycarbonyl-6-oxopiperidine-2-carboxylate 

Relevant academic research and scientific papers

The synthesis of α-amino-γ-substituted adipic acids: Stereoelectronic effects during the 1,4-addition of organocuprates to methyl N-tert-butoxy-6-oxo-1,2,3,6-tetrahydropyridine-2-carboxylate

The α,β-unsaturated lactam 3 was submitted to 1,4-addition of organocuprate reagents R2CuLiI2 (R = Me, Bu or Ph) to provide the 4-substituted compounds 5a-c, 6a-c as a mixture of diastereomers; these intermediates were then transform

Stereocontrolled synthesis of a prototype library of enantiopure 2,4-disubstituted 4-aryl-6-piperidinones and piperidines

Addition of a set of aryl cuprates to N-Boc O-TBDPS 2-hydroxymethyl 3,4-unsaturated 6-piperidinones affords syn-adducts in preference to anti when mixed Grignard-cuprates are used. Aryllithio cuprates give more of the anti-isomer in some cases. A library of 2-hydroxymethyl carbamates (27 compounds) and 2-hydroxymethyl aryl ethers and thioethers (19 compounds) was generated from a selection of 4-aryl-6-piperidinones, and some were further reduced to the corresponding piperidines (9 compounds).