1370356-38-9Relevant academic research and scientific papers
Enantioselective Organocatalyzed Consecutive Synthesis of Alkyl 4,5-Dihydrofuran-2-carboxylates from α-Keto Esters and (Z)-β-Chloro-β-nitrostyrenes
Becerra, Diana,Raimondi, Wilfried,Dauzonne, Daniel,Constantieux, Thierry,Bonne, Damien,Rodriguez, Jean
, p. 195 - 201 (2017)
Alkyl 4,5-dihydrofuran-2-carboxylates can be efficiently obtained via an enantioselective organocatalyzed consecutive reaction between α-keto esters and (Z)-(2-chloro-2-nitroethenyl)benzenes. The overall sequence combines a (R,R)-TUC-catalyzed Michael addition with a DABCO-promoted intramolecular O-alkylation leading to the title products as single diastereomers with enantiomeric excesses from 86% up to 97%.
Activation of 1,2-keto esters with Takemoto's catalyst toward michael addition to nitroalkenes
Raimondi, Wilfried,Basle, Olivier,Constantieux, Thierry,Bonne, Damien,Rodriguez, Jean
supporting information; experimental part, p. 563 - 568 (2012/04/17)
When activated with Takemoto's catalyst, 1,2-keto esters constitute versatile nucleophiles in the Michael addition reaction with nitroalkenes affording synthetically valuable, optically active anti-adducts in very good yields and high enantiomeric excesses. Copyright
