%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