170918-41-9

Upstream product

• 75-16-1 methylmagnesium bromide 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 74-88-4 methyl iodide 
• 23635-30-5 (S)-(-)-methyl N-(trifluoroacetyl)phenylalaninate 
• 63-91-2 L-phenylalanine 
• 917-64-6 methyl magnesium iodide 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 

Downstream Products

• 144899-44-5 (S)-2,2,4-tribenzyl-5,5-dimethyloxazolidine 
• 168297-81-2 N-<(S)-1-benzyl-2-hydroxy-2-methylpropyl>-2,2,2-trichloroethanamide 
• 168297-85-6 (S)-4-benzyl-5,5-dimethyloxazolidin-2-one 
• 1262889-68-8 C₁₈H₂₀F₃NO₃S 
• 1262889-69-9 C₁₉H₁₉F₆NO₃S 
• 1022081-85-1 N-[(1S)-2-hydroxy-2-methyl-1-(phenylmethyl)propyl]-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Palladium(II), silver(I), and gold(I) complexes of a new class of chiral bicyclic [1,2,3]-triazolooxazine derived N-heterocyclic carbenes (NHCs): Synthesis, structure and application studies

A new class of chiral bicyclic [1,2,3]-triazolooxazine derived N-heterocyclic carbene (NHC) ligands was synthesised in its enantiopure form from commercially available, cheap amino acid without undertaking any chiral resolution. In particular, the bicycli

Bisoxazoline ligand compound and synthetic method thereof

The invention provides a bisoxazoline ligand compound and a synthetic method thereof. The method comprises the following steps: synthesizing (tert-butoxycarbonyl)-L-phenylalanine methyl ester 2 by using L-phenylalanine methyl ester hydrochloride 1, synthe

Synthesis of enantioenriched α-chiral bicyclo[1.1.1]pentanes

Bicyclo[1.1.1]pentanes (BCPs), useful surrogates for para-substituted arenes, alkynes, and tert-butyl groups in medicinal chemistry, are challenging to prepare when featuring stereogenic centers adjacent to the BCP. We report the development of an efficie

Catalytic intramolecular hydroamination of aminoallenes using titanium complexes of chiral, tridentate, dianionic imine-diol ligands

Alkylation of d- or l-phenylalanine or valine alkyl esters was carried out using methyl or phenyl Grignard reagents. Subsequent condensation with salicylaldehyde, 3,5-di-tert-butylsalicylaldehyde, or 5-fluorosalicylaldehyde formed tridentate, X2/sub

Designing N-heterocyclic carbenes: Simultaneous enhancement of reactivity and enantioselectivity in the asymmetric hydroacylation of cyclopropenes

Faster, higher, stronger! The N-heterocyclic carbene (NHC) catalyzed diastereo- and enantioselective hydroacylation of cyclopropenes affords structurally valuable acylcyclopropanes. A new family of electron-rich, 2,6-dimethoxyphenyl-substituted NHCs induc

Stereocontrolled total synthesis of (-)-kainic acid

A stereocontrolled total synthesis of (-)-kainic acid is described. A fully functionalized trisubstituted pyrrolidine ring was constructed by ring-closing metathesis of an acrylate derivative followed by an intramolecular Michael addition of the resultant

Direct conversion of esters, lactones, and carboxylic acids to oxazolines catalyzed by a tetranuclear zinc cluster

The tetranuclear zinc cluster Zn4(OCOCF3) 6O catalyzes the direct conversion of esters, lactones, and carboxylic acids to oxazolines with remarkable chemoselectivity. The Royal Society of Chemistry 2006.

The 'SuperQuat' (R)-4-phenyl-5,5-dimethyl oxazolidin-2-one as an effective chiral auxiliary for conjugate additions: Asymmetric synthesis of (-)-aplysillamide B.

(R)-4-Phenyl-5,5-dimethyl-oxazolidin-2-one, readily available from D- phenylglycine, is shown to be an effective chiral auxiliary for stereoselective conjugate additions to attached α,β-unsaturated N-acyl moieties. Its utility is demonstrated by the asymmetric synthesis of the antifungal, antibacterial (-)-Aplysillamide B.

Chiral auxiliaries

This invention relates to novel compounds of general formula (I): STR1 wherein the two R1 groups are identical lower alkyl groups or together form a lower alkylene group; R2 and R3 are both different and are selected from hydrogen atoms or organic groups; X and X', which may be the same or different, are selected from O, S and NR, where R represents an organic group; and the asterisk denotes that the configurations of R2 and R3 are such that the compound (I) is in substantially enantiomerically pure 4R- or 4S-form. The compounds are useful chiral auxiliaries to which a wide range of, for example, acyl groups containing prochiral centers may be readily and reversibly coupled to the 3-position amino group.

Asymmetric Bis(alkoxycarbonylation) Reaction of Homoallylic Alcohols Catalyzed by Palladium in the Presence of Cu(I) Triflate Using the Chiral Bioxazoline Ligand

Palladium-catalyzed asymmetric intra- and intermolecular bis(alkoxycarbonylation) reactions of homoallylic alcohols in the presence of copper(I) triflate were achieved by using the chiral bioxazoline ligand, (S,S)-4,4′-dibenzyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, under normal pressure of carbon monoxide and oxygen at 25°C to give the corresponding optically active γ-butyrolactones in 19 - 65% ee.