51463-66-2Relevant articles and documents
Multiple-step, one-pot synthesis of 2-substituted-3-phosphono-1-thia-4-aza-2-cyclohexene-5-carboxylates and their corresponding ethyl esters
Shen, Dunxin,Hensley, Kenneth,Denton, Travis T.
, p. 562 - 565 (2018)
The multiple-step, one-pot procedure for a series of 2-substituted-3-phosphono-1-thia-4-aza-2-cyclohexene-5-carboxylates, analogues of the natural, sulfur amino acid metabolite lanthionine ketimine (LK), its 5-ethyl ester (LKE) and 2-substituted LKEs is described. Initiating the synthesis with the Michaelis-Arbuzov preparation of α-ketophosphonates allows for a wide range of functional variation at the 2-position of the products. Nine new compounds were synthesized with overall yields range from 40 to 62%. In addition, the newly prepared 2-isopropyl-LK-P, 2-n-hexyl-LKE-P and 2-ethyl-LKE were shown to stimulate autophagy in cultured cells better than that of the parent compound, LKE.
Asymmetric hydrogenation of α- Or β-acyloxy α,β- unsaturated phosphonates catalyzed by a Rh(i) complex of monodentate phosphoramidite
Zhang, Jinzhu,Dong, Kaiwu,Wang, Zheng,Ding, Kuiling
supporting information; scheme or table, p. 1598 - 1601 (2012/03/22)
The Rh(i) complex of a monodentate phosphoramidite bearing a primary amine moiety (DpenPhos) has been disclosed to be highly efficient for the asymmetric hydrogenation of a variety of α- or β-acyloxy α,β- unsaturated phosphonates, providing the corresponding biologically important chiral α- or β-hydroxy phosphonic acid derivatives with excellent enantioselectivities (90->99% ee).
Highly enantioselective synthesis of α-hydroxy phosphonic acid derivatives by Rh-catalyzed asymmetric hydrogenation with phosphine- phosphoramidite ligands
Wang, Dao-Yong,Hu, Xiang-Ping,Huang, Jia-Di,Deng, Jun,Yu, Sai-Bo,Duan, Zheng-Chao,Xu, Xue-Feng,Zheng, Zhuo
, p. 7810 - 7813 (2008/09/19)
(Chemical Equation Presented) A class act: Unsymmetrical hybrid phosphine-phosphoramidite ligands with central and axial chirality are applied to the highly enantioselective hydrogenation of various enol ester phosphonates (see scheme; cod = cycloocta-1,5-diene). Enantioselectivities up to 99.9% ee are obtained for all classes of β-aryl, β-alkoxy, and β-alkyl substrates.