88722-75-2Relevant academic research and scientific papers
High Diastereoface Selection in an Ester Enolate Addition to α-Alkoxy Aldehydes: Stereoselective Synthesis of α-Methylene-β-hydroxy-γ-alkoxy Esters
Banfi, Luca,Bernardi, Anna,Colombo, Lino,Gennari, Cesare,Scolastico, Carlo
, p. 3784 - 3790 (2007/10/02)
The aldol-type condensation of β-(dimethylamino)propionates 3 and 4 with a series of α-alkoxy aldehydes proceeds with unprecedented high stereoselectivity (up to 24:1) to give anti α-methylene-β-hydroxy-γ-alkoxy esters.The best results were obtained when the reaction was carried out in diethyl ether and the ester enolate was allowed to equilibrate to the thermodynamically more stable geometric isomer.
Stereoselective Synthesis of α-Methylene-β-hydroxy-γ-alkoxy Esters from α-Alkoxy Aldehydes
Banfi, Luca,Colombo, Lino,Gennari, Cesare,Scolastico, Carlo
, p. 1112 - 1113 (2007/10/02)
The Reformatsky-type condensation between methyl and t-butyl 3-(N,N-dimethylamino)propionates (9) and (10) with α-alkoxy aldehydes, which has been studied on varying the protective group of the aldehyde, proceeds with good diastereoselectivity.
