119272-91-2

Upstream product

• 226900-30-7 tert-butyl 2-((diphenylmethylene)amino)-3-phenylpropanoate 
• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 100-39-0 benzyl bromide 
• 1310-73-2 sodium hydroxide 
• 119-61-9 benzophenone 
• 16874-17-2 L-phenylalanine tert-butyl ester 
• 1013-88-3 Benzophenone imine 
• 75898-47-4 phenylalanine tert-butyl ester hydrochloride 
• 620-05-3 iodomethylbenzene 
• 27532-96-3 glycine tert-butyl ester hydrochloride 
• 15100-75-1 L-phenylalanine tert-butyl ester hydrochloride 
• 119272-91-2 (S)-tert-butyl N-(diphenylmethylidene)phenylalanine 

Downstream Products

• 119244-23-4 t-butyl (R)-N-(diphenylmethylene)phenylalaninate 

Relevant academic research and scientific papers

Counter-rotatable dual cinchona quinuclidinium salts and their phase transfer catalysis in enantioselective alkylation of glycine imines

Dual cinchona quinuclidinium salts with a diphenyl ether linker were synthesized and used as powerful asymmetric phase transfer catalysts in the α-alkylation of imines of glycine and alanine ester with 0.01-0.1 mol% loading (17 examples, 92-99% ee). Skewed conformers of dual quinuclidiniums at TS were proposed to rationalize their high efficiencyviaDFT calculations.

Development of C2-Symmetric Chiral Spirocyclic Phase-Transfer Catalysts: Synthesis and Application to Asymmetric Alkylation of Glycinate Schiff Base

A class of C2-symmetric chiral spirocyclic phase-transfer catalysts based on tetramethyl-1,1′-spirobiindane scaffold was synthesized from commercially available bisphenol A in 12 steps with 22-25% total yields, which features a more rigid and stable backb

Novel chiral biphenyl quaternary ammonium salt phase transfer catalyst and preparation method and application thereof

The invention discloses a novel chiral biphenyl quaternary ammonium salt phase transfer catalyst and a preparation method and application thereof. The catalyst comprises a compound A and a compound B.The molecular structure of the compound A is shown as a

Scandium(III) Triflate Catalyzed Direct Synthesis of N-Unprotected Ketimines

N-Unprotected ketimines are useful substrates and intermediates for synthesizing valuable nitrogen-containing compounds, but their potential applicability is limited by the available synthetic methods. To address this issue, we report a scandium(III) triflate catalyzed direct synthesis of N-unprotected ketimines. Using commercially available reagents and Lewis acid catalysts, ketones were directly transformed into the corresponding N-unprotected ketimines in high yields with broad functional group tolerance, even in multigram scales. The reactions were readily applicable for one-pot synthesis of important compounds such as a glycine Schiff base without isolation of N-unprotected ketimine intermediates. Preliminary mechanistic studies to clarify the reaction mechanism are also described.

Amide-Based Cinchona Alkaloids as Phase-Transfer Catalysts: Synthesis and Potential Application

Herein we present a library of simple amide derivatives of Cinchona alkaloids in the form of quaternary ammonium salts. The obtained derivatives can be generated very easily and efficiently from inexpensive and commercially available substrates. We tested this class of alkaloids in the alkylation of glycine derivative, carried out under phase-transfer catalyst conditions. The presented hybrid catalysts offer both high reaction yields (up to 97%) and high enantioselectivities of the obtained product (up to 94% ee).

Improved access to chiral tetranaphthoazepinium-based organocatalysts using aqueous ammonia as nitrogen source

The class of 3,30-diaryl substituted tetranaphthobisazepinium bromides has found wide application as highly efficient C2-symmetrical phase-transfer catalysts (PTCs, Maruoka type catalysts). Unfortunately, the synthesis requires a lar

Dimeric cinchona ammonium salts with benzophenone linkers: Enantioselective phase transfer catalysts for the synthesis of α-Amino acids

Chiral phase transfer catalysts of dimeric cinchona ammonium salts linked with a benzophenone bridge showed high enantioselectivity in the α-Alkylation of a glycinate ester under mild industry-Applicable conditions: 0.5 mol% PTC and near equivalents of al

A rapid and highly enantioselective C-11C bond formation of l-[11C]phenylalanine via chiral phase-transfer catalysis

A rapid method for the synthesis of carbon-11 radiolabeled phenylalanine was developed using a chiral phase-transfer catalyst and a sub-nanomolar quantity of [11C]benzyl iodide as a radio-precursor. Based on a reported synthesis of [11/su

Heterogeneous simplified Maruoka phase-transfer catalyst tethered on poly(styrene-co-acrylamide) microsphere: Structure-activity relationship in enantioselective Α-alkylation

The covalent immobilization of valuable simplified Maruoka catalyst onto poly(styrene-co-acrylamide)microsphere at different locations was developed for the first time through the copolymerization of Maruoka catalyst-functionalized styrene with styrene an

Rate Acceleration of Solid-Liquid Phase-Transfer Catalysis by Rotor-Stator Homogenizer

A rotor-stator homogenizer was found to be an effective mixing tool that accelerated solid-liquid phase-transfer reactions. In the asymmetric alkylation under phase-transfer conditions using the homogenizer, a considerably high turnover frequency was observed. (Figure presented.).