Day: October 14, 2022

Davis, Franklin A.; Wei, Jia; Sheppard, Aurelia C.; Gubernick, Steven published the artcile< The mechanism of hydroxylation of organometallic reagents by 2-sulfonyloxaziridines>, Computed Properties of 104322-63-6, the main research area is hydroxylation organometallic sulfonyloxaziridine mechanism; phenol octanol cresol.

The hydroxylation of organometallic reagents (e.g. PhMgBr) by 2-sulfonyloxaziridines (e.g. I) is shown to involve a hemiaminal intermediate, whose stability is apparently related to the nucleophilicity of the hydroxylated product (e.g. PhOH).

Tetrahedron Letters published new progress about Grignard reagents Role: RCT (Reactant), RACT (Reactant or Reagent). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Computed Properties of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Cermak, Diana M.; Du, Yanming; Wiemer, David F. published the artcile< Synthesis of Nonracemic Dimethyl α-(Hydroxyfarnesyl)phosphonates via Oxidation of Dimethyl Farnesylphosphonate with (Camphorsulfonyl)oxaziridines>, Category: isothiazole, the main research area is hydroxyfarnesylphosphonate preparation oxidation camphorsulfonyloxaziridine stereoselective.

Several strategies for synthesis of nonracemic di-Me α-(hydroxyfarnesyl)phosphonate and the parent phosphonic acid have been explored. Separation of diastereomeric derivatives prepared by esterification of racemic α-hydroxy phosphonate with (S)-(+)-O-methylmandelic acid was possible, and these diastereomers could be assigned absolute stereochem. on the basis of literature precedent. However, hydrolysis to the α-hydroxy phosphonic acid was accompanied by extensive isomerization. Addition of a nonracemic phosphonamidite to farnesal also gave nonracemic material, but again hydrolysis was problematic. Oxidation of di-Me farnesylphosphonate anion with nonracemic (camphorsulfonyl)oxaziridines was shown to be regio- and stereoselective for formation of the α-hydroxy phosphonate. Enantiomeric excess of ∼70% ee was established by conversion of the oxidation products to their (S)-(+)-O-methylmandelate derivatives Although hydrolysis of these Me esters was accompanied by extensive racemization, both enantiomers of α-(hydroxyfarnesyl)phosphonic acid were obtained in low ee by this strategy.

Journal of Organic Chemistry published new progress about Selective oxidation (regio- and stereoselective). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Category: isothiazole.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Davis, Franklin A.; Kumar, Anil; Reddy, Rajarathnam E.; Chen, Bang Chi; Wade, Peter A.; Shah, Sharmila W. published the artcile< Hydroxylation of dihydroisoxazoles using N-sulfonyloxaziridines>, Electric Literature of 104322-63-6, the main research area is hydroxylation dihydroisoxazole sulfonyloxaziridine; isoxazole dihydro hydroxylation; stereoselective hydroxylation dihydroisoxazole; oxaziridine sulfonyl hydroxylation.

Enantiomerically enriched 4-isoxazolols I (R = Ph, PhS, PhSO2, PhO, R1 = H; R = Ph, R1 = Bu) (26-71% ee) with predictable absolute configuration are available in good yield by hydroxylation of the aza-enolates of 4,5-dihydroisoxazoles (DHI’s) II with (camphorsulfonyl)oxaziridines III (X = H, Cl, MeO). This method is recommended over other oxidation procedures for the preparation of I because of its efficiency, ability to produce chiral products and the avoidance of toxic HMPA.

Journal of Organic Chemistry published new progress about Hydroxylation, stereoselective. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Electric Literature of 104322-63-6.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Bunnage, Mark E.; Chernega, Alexander N.; Davies, Stephen G.; Goodwin, Christopher J. published the artcile< Asymmetric synthesis of β-amino-α-hydroxy acids via diastereoselective hydroxylation of homochiral β-amino enolates>, Formula: C10H15NO3S, the main research area is amino hydroxy acid stereoselective preparation; alkenoate conjugate addition amine; enolate amino preparation stereoselective hydroxylation.

The highly diastereoselective conjugate addition of lithium N-benzyl-N-α-methylbenzylamide with enoate acceptors, and the electrophilic hydroxylation of the resultant β-amino enolates with (camphorsulfonyl)oxaziridine, is identified as a direct and general strategy for the asym. synthesis of homochiral β-amino-α-hydroxy acids and their derivatives A structurally diverse array of β-amino enolate substrates can be hydroxylated with generally excellent anti diastereoselectivity (>90% d.e.) using this protocol; an alternative stepwise hydroxylation procedure, where the β-amino enolate is prepared by enolization of the preformed conjugate adduct also led to the anti diastereoisomer. The diastereofacial selectivity of enolate hydroxylation appears to be under predominantly substrate-controlled asym. induction, although a measurable degree of chirality recognition with the oxaziridine reagent can be observed Homochiral β-amino-α-keto esters are also prepared and their stereoselective reductions examined

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Amino acids, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Formula: C10H15NO3S.

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com