75329-65-6Relevant academic research and scientific papers
Ru-Catalyzed Chemo- and Enantioselective Hydrogenation of β-Diketones Assisted by the Neighboring Heteroatoms
Li, Wanfang,Lu, Bin,Xie, Xiaomin,Zhang, Zhaoguo
supporting information, p. 5509 - 5513 (2019/08/01)
A highly chemo- and enantioselective hydrogenation of β-diketones was achieved by using [Ru(benzene)(S)-SunPhosCl]Cl for consistency in THF. The neighboring heteroatoms played important roles in guaranteeing the reactivity and controlling the chemoselectivity. These results suggested a potential approach for the clean and facile synthesis of functionalized chiral β-hydroxy ketones, which could otherwise be prepared through much less step-economic transformations.
New insights into the reduction of β,δ-diketo-sulfoxides
Hanquet, Gilles,Salom-Roig, Xavier J.,Gressot-Kempf, Laurence,Lanners, Steve,Solladie, Guy
, p. 1291 - 1301 (2007/10/03)
New developments in the reduction of β,δ-diketo-sulfoxides, a reaction that affords important key intermediates for total synthesis, are described. We showed without ambiguity using NMR experiments, that the β-carbonyl group is totally enolised. This result is inconsistent with the previous hypothesis, which supposed the other tautomer (enolisation at the δ-position) as the major one. We propose a rationale to explain the side reactions occurring during the reduction of unprotected β,δ-diketo-sulfoxides and showed that judicious protection of the δ-carbonyl group gave all diastereoisomers of β-hydroxy-δ-ketosulfoxides.
