Trost, Barry M.; Michaelis, David J.; Charpentier, Julie; Xu, Jiayi published the artcile< Palladium-Catalyzed Allylic Alkylation of Carboxylic Acid Derivatives: N-Acyloxazolinones as Ester Enolate Equivalents>, COA of Formula: C54H42N2O2P2, the main research area is acylbenzoxazolinone allylic enol carbonate stereoselective preparation enantioselective rearrangement decarboxylation; alkenoyl benzoxazolinone enantioselective preparation; enantioselective rearrangement decarboxylation acylbenzoxazolinone allylic enol carbonate palladium phosphinylbenzamide.
Acylbenzoxazolinone allylic enol carbonates I [R = Me, Et, EtCH2, H2C:CHCH2, PhCH2, cyclohexyl, Cl(CH2)3, EtO2C(CH2)3, TBDPSO(CH2)3; R1 = H2C:CHCH2, H2C:CMeCH2, H2C:C(SiMe3)CH2, 2-cyclohexen-1-yl, (E)-PhCH:CHCH2; TBDPS = tert-butyldiphenylsilyl] underwent stereoselective rearrangement and decarboxylation in the presence of the nonracemic phosphinylbenzamide II (R2 = 2-MeC6H4) and tris(dibenzylidene)dipalladium chloroform solvate to give nonracemic alkanoyl benzoxazolinones III in 58-99% yields and in 79-99% ee [R = Me, Et, EtCH2, H2C:CHCH2, PhCH2, cyclohexyl, Cl(CH2)3, EtO2C(CH2)3, TBDPSO(CH2)3; R1 = H2C:CHCH2, H2C:CMeCH2, H2C:C(SiMe3)CH2, 2-cyclohexen-1-yl, (E)-PhCH:CHCH2 with minor regioisomeric impurities formed when R1 = (E)-PhCH:CHCH2]. III (R = Me; R1 = 2-methyl-2-propenyl) in 97% ee was converted stereoselectively to carboxylic acid and alc. derivatives (S)-R2CHMeCH2CMe:CH2 (R2 = HO2C, PhCH2OCO, PhCH2SCO, HOCH2) in 78-86% yields and with the products in 96-97% ee.
Angewandte Chemie, International Edition published new progress about Decarboxylation (stereoselective). 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, COA of Formula: C54H42N2O2P2.
Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate