138892-11-2

Upstream product

• 75-30-9 2-iodo-propane 
• 120238-42-8 methyl (S)-2-(diphenylmethylideneamino)-3-phenylpropanoate 
• 100-39-0 benzyl bromide 
• 119244-11-0 N-(diphenylmethylidene)glycine isopropyl ester 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 1013-88-3 Benzophenone imine 
• 13048-66-3 glycine isopropyl ester 

Relevant academic research and scientific papers

Asymmetric synthesis of α-amino acids using polymer-supported Cinchona alkaloid-derived ammonium salts as chiral phase-transfer catalysts

Cinchonidine and cinchonine have been N-alkylated with Merrifield resin and employed as chiral phase-transfer catalysts for the enantioselective alkylation of enolates from N-(diphenylmethylene)glycine esters with activated electrophiles (up to 90% ee). T

Polymer-supported Cinchona alkaloid-derived ammonium salts as recoverable phase-transfer catalysts for the asymmetric synthesis of α-amino acids

Alkaloids such as cinchonidine, quinine and N-methylephedrine have been N-alkylated using polymeric benzyl halides or co-polymerized and then N-alkylated, thus affording a series of polymer-supported chiral ammonium salts which have been employed as phase-transfer catalysts in the asymmetric benzylation of an N-(diphenylmethylene)glycine ester. These new polymeric catalysts can be easily recovered by simple filtration after the reaction and reused. The best ee's were achieved when Merrifield resin-anchored cinchonidinium ammonium salts were employed.

Chiroptical properties and applications in PTC of new dendritic cinchonidine-derived ammonium salts

Chiral nanosize molecules, derived from cinchonidine and Frechet dendritic wedges up to generation three, have been synthesized. The chiroptical properties, optical rotation and circular dichroism of these systems have been studied. These chiral dendritic molecules have been used as phase transfer catalysts in the alkylation of a glycine imine ester, showing a promising level of asymmetric induction.

Polystyrene-anchored Cinchona ammonium salts: Easily recoverable phase-transfer catalysts for the asymmetric synthesis of α-amino acids

Cinchonidine, epicinchonidine, cinchonine or quinine have been N-anchored to cross-linked polystyrene (Merrifield resin) or grafted polystyrene (Syn-Phase Lanterns) affording polymer-supported chiral ammonium salts which are employed as phase-transfer cat

New dimeric anthracenyl-derived Cinchona quaternary ammonium salts as phase-transfer catalysts for the asymmetric synthesis of α-amino acids

New dimeric cinchonidine- and cinchonine-derived ammonium salts which incorporate a dimethylanthracenyl bridge have been prepared and used as phase-transfer catalysts in the asymmetric alkylation of N-(diphenylmethylene)glycine esters in good yields and u

Unexpected metal base-dependent inversion of the enantioselectivity in the asymmetric synthesis of α-amino acids using phase-transfer catalysts derived from cinchonidine

New cinchonidinium salts bearing a 3,5-dialkoxybenzyl group show an alkaline metal base-dependent reversal of enantioselectivity when used as phase-transfer catalysts in the asymmetric alkylation of N-(diphenylmethylene)glycine isopropyl ester with benzyl bromide. The use of potassium hydroxide as base in this alkylation reaction afforded the (S)-enantiomer, whereas using sodium hydroxide under the same conditions afforded the corresponding (R)-enantiomer.

Oxygen alkylation of Schiff base derivatives of amino acids

Higher imine esters 1a-h and 7a-b of amino acids and dipeptides are prepared in 68-91% yield by saponification of the benzophenone Schiff base methyl esters 3a-d and 6 using phase-transfer techniques followed by O-alkylation with an alkyl halide. The procedure occurs with retention of configuration at the α-carbon except with phenylglycine derivatives.