109399-55-5

Upstream product

• 7576-36-5 methyl 2,3-diphenyl-2-cyclopropene-1-carboxylate 
• 35059-50-8 t-butyl diazoacetate 
• 501-65-5 diphenyl acetylene 

Downstream Products

• 1373752-68-1 5-tert-butyl 3-methyl 4,6-diphenylpyridazine-3,5-dicarboxylate 
• 1392237-87-4 5-tert-butyl 3-methyl 4,6-diphenyl-1,4-dihydropyridazine-3,5-dicarboxylate 
• 1373752-66-9 5-tert-butyl 3-methyl-2,5-dihydro-4,6-diphenylpyridazine-3,5-dicarboxylate 

Relevant academic research and scientific papers

Asymmetric Construction of 3-Azabicyclo[3.1.0]hexane Skeleton with Five Contiguous Stereogenic Centers by Cu-Catalyzed 1,3-Dipolar Cycloaddition of Trisubstituted Cyclopropenes

A highly diastereo- and enantioselective desymmetrization of prochiral cyclopropenes via a Cu(CH3CN)4BF4/Ph-Phosferrox complex catalyzed 1,3-dipolar cycloaddition of azomethine ylides was described. A variety of complex 3-azabicyclo[3.1.0]hexane derivatives bearing five contiguous stereogenic centers and two all-carbon quaternary stereogenic centers were directly synthesized as a single isomer in excellent yields (up to 99%) and enantioselectivities (97 → 99% ee). Notably, various functional groups (CO2R, CN, CONMe2, and Ph) of cyclopropenes were found to be well-tolerated in this transformation. The cycloadduct was conveniently converted to a biologically important GABA derivative via LiAlH4 reduction and subsequent hydrolysis.