236408-50-7Relevant articles and documents
Highly enantioselective epoxidation of olefins by H2O2 catalyzed by a non-heme Fe(ii) catalyst of a chiral tetradentate ligand
Mitra, Mainak,Cusso, Olaf,Bhat, Satish S.,Sun, Mingzhe,Cianfanelli, Marco,Costas, Miquel,Nordlander, Ebbe
supporting information, p. 6123 - 6131 (2019/05/16)
The chiral tetradentate N4-donor ligand, 1-methyl-2-({(S)-2-[(S)-1-(1-methylbenzimidazol-2-yl methyl)pyrrolidin-2-yl]pyrrolidin-1-yl}methyl) benzimidazole (S,S-PDBzL), based on a chiral dipyrrolidine backbone, has been synthesized and its corresponding Fe(ii) complex has been prepared and characterized. The X-ray structure of the complex reveals that the Fe(ii) ion is in a distorted octahedral coordination environment with two cis-oriented coordination sites occupied by (labile) triflate anions. The ability of the iron complex to catalyze asymmetric epoxidation reactions of olefins with H2O2 was investigated, using 2-cyclohexen-1-one, 2-cyclopenten-1-one, cis-β-methylstyrene, isophorone, chalcones and tetralones as substrates. Different carboxylic acids were used as additives to enhance yields and enantioselectivities, and 2-ethylhexanoic acid was found to give the best results. The catalysis results indicate that the Fe(ii) complex is capable of effecting comparatively high enantioselectivities (>80%) in the epoxidation reactions.
Resolution of 2,2-disubstituted epoxides via biocatalytic azidolysis
Molinaro, Carmela,Guilbault, Audrey-Anne,Kosjek, Birgit
supporting information; experimental part, p. 3772 - 3775 (2010/11/16)
A practical procedure for the enzymatic resolution of 2-alkyl-2-aryl- disubstituted epoxides using the Codex HHDH P2E2 enzyme and sodium azide is reported. This method allowed the synthesis of novel regio-and enantioselective 1-azido-2-arylpropan-2-ols in
Catalytic asymmetric synthesis of 2,2-disubstituted oxetanes from ketones by using a one-pot sequential addition of sulfur ylide
Sone, Toshihiko,Lu, Gang,Matsunaga, Shigeki,Shibasaki, Masakatsu
supporting information; experimental part, p. 1677 - 1680 (2009/06/30)
(Chemical Equation Presented) Better the second time around: The title compounds were synthesized by using a one-pot double methylene transfer catalyzed by a heterobimetallic La/Li complex. Chiral amplification in the second step was the key to obtaining