%0 Journal Article
%A Yue, Tao
%A Wang, Mei-Xiang
%A Wang, De-Xian
%A Masson, Géraldine
%A Zhu, Jieping
%D 2009
%T Catalytic Asymmetric Passerini-Type Reaction: Chiral Aluminum−Organophosphate-Catalyzed Enantioselective α-Addition of Isocyanides to Aldehydes
%U https://acs.figshare.com/articles/journal_contribution/Catalytic_Asymmetric_Passerini_Type_Reaction_Chiral_Aluminum_Organophosphate_Catalyzed_Enantioselective_Addition_of_Isocyanides_to_Aldehydes/2814865
%R 10.1021/jo9017765.s001
%2 https://acs.figshare.com/ndownloader/files/4511395
%K Et 2AlCl
%K 2 equiv
%K AldehydesA chiral Lewis acid catalyst
%K 1 equiv
%X A chiral Lewis acid catalyst was prepared by mixing 2 equiv of chiral binol-derived organophosphoric acid and 1 equiv of Et2AlCl. In the presence of a catalytic amount of [4j]2Al(III)Cl complex (0.05 equiv), reaction between α-isocyanoacetamides (2) and aldehydes (3) afforded the corresponding 5-aminooxazoles (1) in good yields and enantioselectivities. Complex [4j]2Al(III)Cl isolated as a white solid displayed similar reactivity as that prepared in situ.
%I ACS Publications