566930-75-4

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 281664-25-3 (R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine 
• 123-11-5 4-methoxy-benzaldehyde 
• 6298-96-0 1(R)-(4-methoxyphenyl)-ethylamine 

Downstream Products

• 566930-77-6 4-Methoxy-N-[(S)-1-(4-methoxy-phenyl)-ethyl]-N-[(R)-1-(4-methoxy-phenyl)-ethyl]-benzamide 

Relevant academic research and scientific papers

Synthesis of α-methyl kainic acid by stereospecific lithiation-dearomatizing cyclization of a chiral benzamide

Stereospecific lithiation of N-α-methylbenzyl benzamides gives configurationally stable tertiary benzyllithiums which undergo a stereospecific dearomatizing cyclization with >99% retention of stereochemistry. The products are partially saturated isoindolinones which carry a new fully-substituted stereogenic centre. A ten-step sequence converts one of these products to the α-methyl analogue of kainic acid.