Tag: M.W=250-300

Yang, Ruiyang published the artcileSynthesis and application of chiral bidentate N-donor ligands, 2,2′-bis(oxazolines), Category: oxazolidine, the publication is Huaxue Xuebao (1991), 49(10), 1038-40, database is CAplus.

The chiral bidentate ligands I (R = Me₂CH, PhCH₂, CH₂CHMe₂) were prepared from RCH(NH₂)CH₂OH by condensation with di-Et oxalate, chlorination with SOCL₂, and cyclization of the resulting chlorides II with MeONa. The use of I in asym. hydroxylation of PhCH:CHPh, PhCH:CH₂, and 1-phenlcyclohexene with OsO₄ was reported.

Huaxue Xuebao published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C10H10O6, Category: oxazolidine.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Yonezawa, Yasushi published the artcileDesymmetrization of meso-methylenecyclopropanes by a palladium-catalyzed asymmetric ring-opening bis(alkoxycarbonylation) reaction, Name: (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, the publication is Tetrahedron: Asymmetry (2014), 25(12), 936-943, database is CAplus.

Desymmetrization of various meso-(methylene)cyclopropane derivatives was accomplished by a palladium-catalyzed asym. ring-opening bis(alkoxycarbonylation) reaction using a chiral bis[oxazole] ligand. The reaction proceeded smoothly in the presence of copper(I) triflate under carbon monoxide and oxygen at ambient pressure to give the corresponding optically active α-(methylene)glutarate derivatives with up to 60% ee. Desymmetrization of protected meso-(3-methylenecyclopropane-1,2-diyl)dimethanol derivatives was also carried out to give enantioenriched highly oxygen-functionalized α-(methylene)glutaric acid esters. Under optimized conditions the synthesis of the target compounds was achieved using palladium chloride (PdCl₂) and , (4S,4′S)-4,4′,5,5′-tetrahydro-4,4′-bis(phenylmethyl)-2,2′-bioxazole as catalyst and ligand combination. Starting materials included 7-(methylene)bicyclo[4.1.0]heptane, (1R,8S)-rel-9-(methylene)bicyclo[6.1.0]nonane, rel-1,1′-[[(1R,2S)-3-methylene-1,2-cyclopropanediyl]bis(methyleneoxymethylene)]bis[benzene].

Tetrahedron: Asymmetry published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C14H10O4S2, Name: (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Qian, Deyun published the artcileChiral Alkyl Amine Synthesis via Catalytic Enantioselective Hydroalkylation of Enecarbamates, SDS of cas: 138429-17-1, the publication is Journal of the American Chemical Society (2021), 143(4), 1959-1967, database is CAplus and MEDLINE.

A nickel-catalyzed hydroalkylation method to assemble a wide range of chiral alkyl amines from enecarbamates (N-Cbz-protected enamines) and alkyl halides with high regio- and enantioselectivity was reported. The method works for both nonactivated and activated alkyl halides and was able to produce enantiomerically enriched amines with two minimally differentiated α-alkyl substituents. The mild conditions led to high functional group tolerance, which is demonstrated in the postproduct functionalization of many natural products and drug mols., as well as the synthesis of chiral building blocks and key intermediates to bioactive compounds

Journal of the American Chemical Society published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C14H24N2O2, SDS of cas: 138429-17-1.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem