%0 Journal Article %A Fukuta, Yuhei %A Mita, Tsuyoshi %A Fukuda, Nobuhisa %A Kanai, Motomu %A Shibasaki, Masakatsu %D 2006 %T De Novo Synthesis of Tamiflu via a Catalytic Asymmetric Ring-Opening of meso-Aziridines with TMSN3 %U https://acs.figshare.com/articles/journal_contribution/De_Novo_Synthesis_of_Tamiflu_via_a_Catalytic_Asymmetric_Ring_Opening_of_i_meso_i_Aziridines_with_TMSN_sub_3_sub_/3222025 %R 10.1021/ja061696k.s001 %2 https://ndownloader.figshare.com/files/5055952 %K De Novo Synthesis %K chiral building blocks %K Tamiflu %K chiral ligand 2 %K meso %K catalyst %K TMSN 3 %X An asymmetric ring-opening reaction of meso-aziridines with TMSN3 was developed using a catalyst prepared from Y(OiPr)3 and chiral ligand 2 in a 1:2 ratio. Excellent enantioselectivity was realized from a wide range of substrates with a practical catalyst loading. The products were efficiently converted to enantiomerically enriched 1,2-diamines, which are versatile chiral building blocks for pharmaceuticals and chiral ligands. This reaction was applied to a catalytic asymmetric synthesis of Tamiflu, a very important anti-influenza drug containing a chiral 1,2-diamino functionality. %I ACS Publications