Day: November 22, 2022

Asymmetric intramolecular desymmetrization of meso-α,α’-diazido alcohols with aryldiazoacetates: assembly of chiral C₃ fragments with three continuous stereocenters was written by Qiao, Jin-Bao;Zhao, Yu-Ming;Gu, Peiming. And the article was included in Organic Letters in 2016.Category: oxazolidine The following contents are mentioned in the article:

Chiral dihydrooxazines I (2a–n; R = H, Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, Me, PhCH₂; R-R = CH₂CH₂; X = H, 4-F, 4-Cl, 4-Br, 4-Me, 4-MeO, 3,4-benzo) were prepared by desymmetrization and cyclization of meso-diazidopropyl diazobenzeneacetates II catalyzed by copper-bis(oxazoline) chiral catalysts. The chiral Cu-complex-catalyzed intramol. interception of meso-α,α’-diazido alcs. with aryldiazoacetates is explored. Most of the enantioenriched α-imino esters 2 with three continuous stereocenters are produced with good to excellent yield and enantioselectivity, and a chiral pocket model is proposed for rationalization of the intramol. desymmetrization. This study involved multiple reactions and reactants, such as (4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0Category: oxazolidine).

(4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Catalytic Asymmetric Fluorination of Copper Carbene Complexes: Preparative Advances and a Mechanistic Rationale was written by Buchsteiner, Michael;Martinez-Rodriguez, Luis;Jerabek, Paul;Pozo, Iago;Patzer, Michael;Noethling, Nils;Lehmann, Christian W.;Fuerstner, Alois. And the article was included in Chemistry – A European Journal in 2020.Synthetic Route of C53H54N2O2 The following contents are mentioned in the article:

The Cu-catalyzed reaction of substituted α-diazoesters with fluoride gives α-fluoroesters with ee values of up to 95%, provided that chiral indane-derived bis(oxazoline) ligands were used that carry bulky benzyl substituents at the bridge and moderately bulky iso-Pr groups on their core. The apparently homogeneous solution of CsF in C₆F₆/hexafluoroisopropanol (HFIP) is the best reaction medium, but CsF in the biphasic mixture CH₂Cl₂/HFIP also provides good results. DFT studies suggest that fluoride initially attacks the Cu- rather than the C-atom of the transient donor/acceptor carbene intermediate. This unusual step is followed by 1,2-fluoride shift; for this migratory insertion to occur, the carbene must rotate about the Cu-C bond to ensure orbital overlap. The directionality of this rotatory movement within the C₂-sym. binding site determines the sense of induction. This model is in excellent accord with the absolute configuration of the resulting product as determined by x-ray diffraction using single crystals of this a priori wax-like material grown by capillary crystallization This study involved multiple reactions and reactants, such as (4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0Synthetic Route of C53H54N2O2).

(4R,4’R,5S,5’S)-2,2′-(1,3-Bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole) (cas: 1908437-58-0) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Synthetic Route of C53H54N2O2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem