New method and reagents in organic synthesis. 75. Asymmetric synthesis of 伪-hydroxy ketones using chiral phase transfer catalysts was written by Masui, Moriyasu;Ando, Akira;Shioiri, Takayuki. And the article was included in Tetrahedron Letters in 1988.HPLC of Formula: 69221-14-3 This article mentions the following:
Optically active 伪-hydroxy ketones are obtained by oxidation of achiral ketones with mol. O in a 2 phase system using chiral phase transfer catalysts. Thus, hydroxylation of tetralones I (R = H, R1 = Me, Et) in the presence of cinchonine derivative II gave hydroxy derivatives (S)-I (R = OH, R1 = Me, Et) in 95-98% yields and 70-72% enantiomeric excess. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3HPLC of Formula: 69221-14-3).
(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. It is employed to prepare quinine and alkaloids. Asymmetric construction of quinuclidine derivatives has been realized by an iridium-catalyzed allylic dearomatization reaction. The catalytic system, derived from [Ir(cod)Cl]2 and the Feringa ligand, tolerates a broad range of substrates. A large array of quinuclidine derivatives can be obtained under mild conditions in good to excellent yields (68%鈥?6%), diastereoselectivity (up to >20/1 dr), and enantioselectivity (up to >99% ee).HPLC of Formula: 69221-14-3
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider