An article Asymmetric epoxidation of alpha,beta-unsaturated ketones catalyzed by rare-earth metal amides RE[N(SiMe3)(2)](3) with chiral TADDOL ligands WOS:000609189100058 published article about HIGHLY ENANTIOSELECTIVE EPOXIDATION; C2-AND C1-SYMMETRIC NITROGEN; DIELS-ALDER REACTION; SULFUR DERIVATIVES; MICHAEL ADDITION; TARTARIC-ACID; ALLYLIC ALCOHOLS; COMPLEXES; PHOSPHORUS; ALDEHYDES in [Shan, Haiwen; Lu, Chengrong; Zhao, Bei; Yao, Yingming] Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China in 2021.0, Cited 100.0. Recommanded Product: Chalcone. The Name is Chalcone. Through research, I have a further understanding and discovery of 94-41-7
The catalytic asymmetric epoxidation of alpha,beta-unsaturated ketones by tert-butylhydroperoxide (TBHP) has been well established using rare-earth metal amides RE[N(SiMe3)(2)](3) (RE = La(1), Nd(2), Sm(3), Y(4), Yb(5)) with chiral TADDOL ligands. It was found that the combination of Yb[N(SiMe3)(2)](3) and chiral TADDOL ligand H2L2 ((4S,5S)-2,2-dimethyl-alpha,alpha,alpha ‘,alpha ‘-tetra-3,5-bis(trifluormethylphenyl)-1,3-dioxolane-4,5-dimethanol) in a 1 : 1 molar ratio was the optimal choice, which provided the desired epoxides in excellent yields (89-99%) and good to high enantioselectivities (57-94% ee), using DBU as an additive. Various substrates were proved to have functional group tolerance. In addition, gram-level experiments and derivatization experiments were also studied.
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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com