88644-08-0Relevant academic research and scientific papers
Catalytic asymmetric syntheses of (?)-oudemanisin A and its diastereomer
Zhou, Yun,Bian, Qinghua,Yang, Pengfei,Wang, Lifeng,Li, Shuoning,Sun, Xiao,Wang, Mingan,Wang, Min,Zhong, Jiangchun
, p. 969 - 973 (2017/07/11)
The first asymmetric catalytic synthesis of (?)-oudemanisin A 1a and its diastereomer 1b has been achieved. The key steps of our strategy involved the asymmetric alkynylation of an unsaturated aliphatic aldehyde catalyzed by Trost's ProPhenol ligand, chemoselective oxidation of the olefinic diol, base-induced ring opening of the lactone, and acylation–alkylation of the ester.
Samarium(II) Iodide promoted Reductive Fragmentation of γ-Halo Carbonyl Compounds: Application to the Enantiospecific Synthesis of (-)-Oudemansin A
Honda, Toshio,Naito, Koichi,Yamane, Shin-ichi,Suzuki, Yukio
, p. 1218 - 1220 (2007/10/02)
The reductive regioselective bond-cleavage reaction of γ-halo carbonyl compounds with samarium(II) iodide is developed and its utilisation in the enantiospecific synthesis of (-)-oudemansin A is described.
THE ABSOLUTE CONFIGURATION OF OUDEMANSIN. TOTAL SYNTHESIS OF (-)-OUDEMANSIN.
Ajita, Hiroyuki,Koshiji, Hiroko,Furuichi, Akiya,Horikoshi, Koki,Oishi, Takeshi
, p. 2009 - 2010 (2007/10/02)
(-)-Oudemansin (1) was synthesized from the optically active intermediate 10 obtained by microbiological asymmetric reduction of β-keto ester 3.Oudemansin was found to have the 9S, 10S absolute configuration.
