200504-25-2

Upstream product

• 123439-13-4 4-N-methylamino<2.2>paracyclophane 
• 103-80-0 phenylacetyl chloride 
• 200504-34-3 Methyl-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4,6,10⁽¹⁴⁾,11,15-hexaen-5-yl-carbamic acid tert-butyl ester 
• 380626-41-5 N-tert-butyl-[2.2]paracyclophane-4-ylcarbamate 

Relevant academic research and scientific papers

N-Methyl- and N-benzyl-4-amino[2.2]paracyclophanes as unique planar chiral auxiliaries

Efficient production of racemic and homochiral N-alkyl-[2.2]paracyclophanes from [2.2]paracyclophane via racemic and homochiral 4-carboxy [2.2]paracyclophane is described, including an excellent procedure for the synthesis of homochiral 4-amino[2.2]paracyclophane. Enolisation followed by electrophilic attack proceeds with diastereoselectivities varying from excellent to modest and the chiral auxiliaries are readily recovered in good yields; the configurational stability of the α-haloamides produced is examined.