Biomimetic Asymmetric Hydrogenation: In Situ Regenerable Hantzsch Esters for Asymmetric Hydrogenation of Benzoxazinones was written by Chen, Qing-An;Chen, Mu-Wang;Yu, Chang-Bin;Shi, Lei;Wang, Duo-Sheng;Yang, Yan;Zhou, Yong-Gui. And the article was included in Journal of the American Chemical Society in 2011.Application of 1043567-32-3 This article mentions the following:
In the presence of [Ru(p-cymene)I2]2 and the nonracemic binaphthyldiol phosphoric acid I, Hantzsch ester II was used in catalytic amounts with hydrogen as the stoichiometric reductant for the enantioselective transfer hydrogenation of arylbenzoxazinones III (R = Ph, 4-MeOC6H4, 4-MeC6H4, 3,4-Me2C6H3, 4-ClC6H4, 4-BrC6H4, 4-FC6H4, 3-FC6H4, 2-thienyl; R1 = H, Cl, Me, Me3C; R2 = H, Me) to give the corresponding aryldihydrobenzoxazinones IV (R = Ph, 4-MeOC6H4, 4-MeC6H4, 3,4-Me2C6H3, 4-ClC6H4, 4-BrC6H4, 4-FC6H4, 3-FC6H4, 2-thienyl; R1 = H, Cl, Me, Me3C; R2 = H, Me) in 59-98% yields and in 92-99% ee. In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Application of 1043567-32-3).
(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. Phosphine-catalyzed asymmetric reactions are now powerful and versatile tools for the construction of C–C, C–N, C–O, and C–S bonds and for the syntheses of functionalized carbocycles and heterocycles. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. Application of 1043567-32-3
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis