565177-53-9

Upstream product

• 920-46-7 Methacryloyl chloride 
• 334706-56-8 (2S,7R,9R,10S)-2-(2',2'-diphenylvinyl)-4,4,7-trimethyl-octahydro-2H-1,3-benzoxazine 

Downstream Products

• 565177-21-1 (2aS,2bS,3aR,5R,7aS,10aS)-2,2-diphenyl-10a,5,8,8-tetramethylperhydrocyclobuta[3,4]pyrrolo[2,1-b]-[1,3]benzoxazin-10-one 
• 565177-37-9 (1S,5R)-N-(menthol-8-yl)-1-methyl-6,6-diphenyl-3-azabicyclo[3.2.0]heptane 

Relevant academic research and scientific papers

Synthesis of enantiopure 3-azabicyclo[3.2.0]heptanes by diastereoselective intramolecular [2+2] photocycloaddition reactions on chiral perhydro-1,3-benzoxazines

[2+2] photocycloadditions involving chiral 3-acryloyl-2-vinylperhydro-1,3-benzoxazines derived from (-)-8-aminomenthol are highly diastereoselective reactions. The facial selectivity depends on the type of substitution at the vinyl double bond, and always leads to cis-fused bicyclic derivatives. The de is good for compounds with one substituent at the outer carbon of the double bond at C-2, but only one diastereomer is formed in cyclizations of compounds with two substituents at that position. The elimination of the menthol appendage gives enantiopure 3-azabicyclo[3.2.0]heptanes.