165304-73-4

Upstream product

• 108-31-6 maleic anhydride 
• 1445-91-6 (S)-1-phenylethanol 

Downstream Products

• 162361-92-4 tert-butyl (S)-α-phenethyl maleate 
• 162489-30-7 (1S,2S,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid 2-tert-butyl ester 3-((S)-1-phenyl-ethyl) ester 
• 162361-96-8 (1S,2R,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid 2-tert-butyl ester 3-((S)-1-phenyl-ethyl) ester 
• 162362-11-0 (1S,2R,3S,4R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid mono-((S)-1-phenyl-ethyl) ester 

Relevant academic research and scientific papers

Asymmetric Diels-Alder reaction of unsymmetrical maleates. A chemical access to chiral, unsymmetrical cis-cyclohexene-1,2-dicarboxylates

A new route to optically active, unsymmetrical cis-cyclohexene-1,2-dicarboxylate derivatives has been developed on the basis of the asymmetric Diels-Alder reaction of chiral, unsymmetrical maleates catalyzed by certain Lewis acids. A notably high level of asymmetric induction has been observed in the asymmetric Diels-Alder reaction of unsymmetrical maleates possessing chiral auxiliaries such as α-phenethyl and trans-2-phenylcyclohexyl groups. The origin of the chiral outcome using these dienophiles has been elucidated.