3886-71-3Relevant academic research and scientific papers
Acylative desymmetrization of cyclic meso-1,3-diols by chiral DMAP derivatives
Mandai, Hiroki,Hironaka, Tsubasa,Mitsudo, Koichi,Suga, Seiji
supporting information, p. 471 - 474 (2021/03/15)
An efficient enantioselective acylative desymmetrization of cyclic meso-1,3-diols was developed by using a chiral DMAP derivative 1e having a 1,1¤-binaphthyl unit. The reactions required only 0.5mol% of the catalyst and showed good to excellent enantioselectivity. With this transformation, 5a, a key building block for the synthesis of natural products, was easily obtained in almost enantiomerically pure form after a single recrystallization. Control experiments revealed that tert-alcohol units on the catalyst were responsible for both the catalytic activity and enantioselectivity.
Pmr characterization of diastereomeric forms of 6- and 7-membered cyclic compounds bearing two equivalent chiral atoms
Giardina,Ballini,Cingolani,Melchiorre,Pietroni,Carotti,Casini
, p. 3565 - 3569 (2007/10/02)
meso and dl diastereomeric pairs of cyclic compounds with geminal probe groups in suitable position were analysed by PMR: anisochronism of diastereotopic probe protons was used for assignment of configuration; moreover, analysis of ring proton signals gav
