Highly enantioselective synthesis of 2-furanyl-hydroxyacetates from furans via the Friedel-Crafts reaction |
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| Authors: | Majer Jakub Kwiatkowski Piotr Jurczak Janusz |
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| Institution: | Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw, Poland. |
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| Abstract: | The Friedel-Crafts reaction of alkyl glyoxylates with variously substituted furans was found to be efficiently catalyzed under simple, undemanding conditions by a 6,6'-dibromo-BINOL/Ti(IV) complex with high enantioselectivity. The reaction afforded chiral substituted 2-furanyl-hydroxyacetic acid esters, compounds of high synthetic interest, in good yield and enantiomeric excess, in most examples in the range of 90-97%. |
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