198710-92-8Relevant academic research and scientific papers
A concise [C+NC+CC] coupling-enabled synthesis of kaitocephalin
Garner, Philip,Weerasinghe, Laksiri,Van Houten, Ian,Hu, Jieyu
, p. 4908 - 4910 (2014/05/06)
A 15-step synthesis of the iGluR antagonist kaitocephalin from aspartic acid is reported. The linchpin pyrrolidine ring of the target molecule is efficiently assembled with in a single operation via an asymmetric [C+NC+CC] reaction.
Total synthesis of (-)-kaitocephalin
Lee, Wonchul,Youn, Joo-Hack,Kang, Sung Ho
, p. 5231 - 5233 (2013/06/27)
(-)-Kaitocephalin has been synthesized. With the C9 stereocenter from Garner's aldehyde, the C4 quaternary carbon was installed by the desymmetrization of the Cbz-protected serinol. The remaining stereogenic centers were generated through mercuriocyclizat
Reinvestigation on total synthesis of kaitocephalin and its isomers
Yu, Shouyun,Zhu, Shaolin,Pan, Xianhua,Yang, Jiade,Ma, Dawei
, p. 1673 - 1680 (2011/04/17)
Aldol reaction of 2,5-disubstituted pyrrolidine 3b with (R)-Garner aldehyde followed by Sharpless asymmetric dihydroxylation and other four reactions afforded mesylate 8a, which was introduced by an amide group via three ordinary transformations to provid
Total synthesis of (-)-kaitocephalin
Kawasaki, Masanori,Shinada, Tetsuro,Hamada, Makoto,Ohfune, Yasufumi
, p. 4165 - 4167 (2007/10/03)
(Chemical Equation Presented) Total synthesis of the potent AMPA/KA receptor antagonist (-)-kaitocephalin (1) and its three diastereomers has been accomplished. The synthesis features strictly substrate-controlled operations to α-formylglutamate 3 startin
The first synthesis of kaitocephalin based on the structure revision
Watanabe, Hidenori,Okue, Masayuki,Kobayashi, Hiroyuki,Kitahara, Takeshi
, p. 861 - 864 (2007/10/03)
A total synthesis of kaitocephalin (2), a glutamate receptor antagonist, was accomplished employing a novel stereoselective C-C bond forming reaction of a nitrone (8) and a halide (11) with zinc in aqueous solvent under sonication as a key step. The absolute configuration of kaitocephalin was confirmed to be 2R,3S,4R,7R,9S.
