259794-13-3Relevant articles and documents
Stereoselective synthesis of (?)-cytoxazone and its unnatural congener (+)-5-epi-cytoxazone
Miranda, Izabel Luzia,dos Santos, Pedro Henrique Costa,Kohlhoff, Markus,Purgato, Gislaine Aparecida,Diaz, Marisa Alves Nogueira,Diaz-Mu?oz, Gaspar
, p. 479 - 489 (2021/07/12)
An interesting protocol for stereoselective synthesis of (?)-cytoxazone and its unnatural stereoisomer (+)-5-epi-cytoxazone from d-4-hydroxyphenylglycine in overall yields of 10% and 16%, respectively, is described. The stereoselective addition of cyanide
Stereoselective synthesis of oxazolidin-2-ones via an asymmetric aldol/curtius reaction: Concise total synthesis of (?)-cytoxazone
Choi, Hosam,Choi, Joohee,Jang, Hanho,Lee, Kiyoun
, (2021/06/14)
Herein, we are reporting an efficient approach toward the synthesis of 4,5-disubstituted oxazolidin-2-one scaffolds. The developed approach is based on a combination of an asymmetric aldol and a modified Curtius protocol, which uses an effective intramolecular ring closure to rapidly access a range of oxazolidin-2-one building blocks. This strategy also permits a straightforward and concise asymmetric total synthesis of (?)-cytoxazone. Consisting of three steps, this is one of the shortest syntheses reported to date. Ultimately, this convenient platform would provide a promising method for the early phases of drug discovery.
New approach for the stereoselective synthesis of (+)-epi-cytoxazone
Miranda, Izabel L.,Sartori, Suélen K.,Diaz, Marisa A.N.,Diaz-Mu?oz, Gaspar
, p. 585 - 591 (2019/08/26)
The stereoselective total synthesis of (+)-epi-cytoxazone was performed satisfactorily in 8 steps, in 17percent overall yield, via a novel route from 2,3-O-(3-pentylidene)-(R)-glyceraldehyde. The bulky group alkene-ketal allowed intramolecular control of
