950489-50-6Relevant academic research and scientific papers
A new entry to asymmetric synthesis of optically active α,γ-substituted γ-butyrolactones, using a carbohydrate derived amide as both a chiral auxiliary and a proton source
Huang, Ling-Lin,Xu, Ming-Hua,Lin, Guo-Qiang
, p. 529 - 532 (2005)
(Chemical Equation Presented) A new entry for the asymmetric synthesis of optically active α,γ-substituted γ-butyrolactones was developed by using a carbohydrate-derived amide as both a chiral auxiliary and a proton source. Unlike the previously reported examples, the chiral auxiliary employed in this reaction also successfully functioned as a protonating agent. Excellent asymmetric induction could be achieved by this dual stereoselective control in the reaction process.
Preparation of enantiopure 3,5,5-trialkyl-γ-butyrolactones by diastereospecific 5-endo halo lactonizations
Garnier, Jean-Marc,Robin, Sylvie,Guillot, Regis,Rousseau, Gerard
, p. 1434 - 1442 (2008/02/11)
A new preparation of 3,5,5-trialkyl-γ-butyrolactones of defined absolute configuration is reported. This method involves the diastereoselective alkylation of 3,4-ethylenic acids after incorporation of a chiral Evans auxiliary, and then after separation of
Chiral ligand control in enantioselective reduction of ketones by SmI2 for ketyl radical addition to olefins
Mikami, Koichi,Yamaoka, Makoto
, p. 4501 - 4504 (2007/10/03)
Samarium(II) diiodide-mediated reductive coupling of ketones with α,β- unsaturated esters is shown to afford enantioselectively γ-butyrolactones by the addition of 2,2'-bis(diphenylphosphinyl)-1,1'-binaphthyl (BINAPO) as a chiral ligand.
