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>, Name: (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide, 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, Name: (4aS,7R,8aS)-9,9-Dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide.
Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com