Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, Singapore.
Chemistry. 2012 Oct 29;18(44):13945-8. doi: 10.1002/chem.201202504. Epub 2012 Sep 24.
Organocatalysis: a modified Feist-Bénary reaction employing acyclic β-ketoesters as the dinucleophile and (E)-β,β-bromo nitrostyrenes as the dielectrophile was developed for the asymmetric synthesis of 2,3-dihydrofurans. L-Threonine-derived tertiary amine/thiourea catalysts were found to be the most efficient catalysts, inducing the reaction in a highly enantioselective manner (TBDPS=tert-butyldiphenylsilyl).
一种改良的 Feist-Bénary 反应,使用无环β-酮酯作为二亲核试剂和(E)-β,β-溴代硝基苯乙烯作为双亲电试剂,用于不对称合成 2,3-二氢呋喃。发现 L-苏氨酸衍生的叔胺/硫脲催化剂是最有效的催化剂,以高度对映选择性的方式诱导反应(TBDPS=叔丁基二苯基硅基)。