62148-70-3Relevant academic research and scientific papers
Enantioconvergent synthesis of functionalized γ-butyrolactones via (3 + 2)-annulation
Goodman, C. Guy,Walker, Morgan M.,Johnson, Jeffrey S.
, p. 122 - 125 (2015)
A dynamic kinetic resolution of α-halo β-keto esters in an asymmetric homoenolate reaction is described. A chiral N-hetereocyclic carbene catalyzes the a3 → d3-umpolung addition of β,α-enals to racemic β-keto esters, forming γ-butyrolactones with three contiguous stereocenters. The addition occurs with high regio-, diastereo-, and enantiocontrol. This methodology constitutes an intermolecular DKR process to set three stereocenters during the key bond forming event.
Substituted benzaldehydes in the darzens condensation with alkyl dihaloacetates
Mamedov,Berdnikov,Tsuboi,Hamamoto,Komiyama,Gorbunova,Gubaidullin,Litvinov
, p. 1455 - 1463 (2007/10/03)
The Darzens reaction of dihaloacetic acid esters with aromatic aldehydes produces either arylhaloglycidic or arylhalopyruvic esters depending on the nature of the substituent in the aromatic ring. Alkyl p- methoxyphenylchloropyruvates undergo spontaneous intermolecular cyclocondensation to form pyranone or furanone derivatives depending on the character of the alkyl fragment.
