TY - DATA T1 - De Novo Synthesis of Tamiflu via a Catalytic Asymmetric Ring-Opening of meso-Aziridines with TMSN3 PY - 2006/05/17 AU - Yuhei Fukuta AU - Tsuyoshi Mita AU - Nobuhisa Fukuda AU - Motomu Kanai AU - Masakatsu Shibasaki UR - 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 DO - 10.1021/ja061696k.s001 L4 - https://ndownloader.figshare.com/files/5055952 KW - De Novo Synthesis KW - chiral building blocks KW - Tamiflu KW - chiral ligand 2 KW - meso KW - catalyst KW - TMSN 3 N2 - 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. ER -