56679-35-7Relevant academic research and scientific papers
Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides
Xu, Lingjun,Han, Shuwen,Yan, Linjie,Wang, Haifeng,Peng, Haihui,Chen, Fener
supporting information, p. 309 - 317 (2018/02/19)
A family of novel chloramphenicol base-amide organocatalysts possessing a NH functionality at C-1 position as monodentate hydrogen bond donor were developed and evaluated for enantioselective organocatalytic alcoholysis of meso-cyclic anhydrides. These structural diversified organocatalysts were found to induce high enantioselectivity in alcoholysis of anhydrides and was successfully applied to the asymmetric synthesis of (S)-GABOB.
Highly enantioselective desymmetrization of meso anhydrides by a bifunctional thiourea-based organocatalyst at low catalyst loadings and room temperature
Peschiulli, Aldo,Gun'ko, Yurii,Connon, Stephen J.
, p. 2454 - 2457 (2008/09/19)
(Chemical Equation Presented) Bifunctional (thio)urea-based cinchona alkaloid derivatives have been shown to promote highly efficient enantioselective desymmetrization reactions of meso anhydrides. The most selective of these catalysts is capable of the enantioselective methanolysis of succinic and glutaric anhydride derivatives to form hemiester products with >90% yield and enantiomeric excess at 1 mol % loading and ambient temperature.
IRIDOIDS. ASYMMETRIC SYNTHESIS VIA ENANTIOMERIC SEPARATION OF THE MONO METHYLESTER OF 2,3-DI-ENDO-HYDROXYCARBONYL-5-NORBORNENE
Storme, P.,Quaeghebeur, L.,Vandewalle, M.
, p. 999 - 1004 (2007/10/02)
Enantiomeric separation of racemic mono methylester of the known 2,3-di-endo-hydroxycarbonyl-5-norbornene (2) is possible via the ephedrine salts.Both enantiomers can be converted into 2,R-endo-methoxycarbonyl-3,S-endo-hydroxymethyl-5-norbornene (-)-4, which is a suitable intermediate for asymmetric synthesis of iridoids.
