119244-22-3

Upstream product

• 591-87-7 Allyl acetate 
• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 556-56-9 allyl iodid 
• 70122-89-3 tert-butyl allyl carbonate 
• 106-95-6 allyl bromide 
• 27532-96-3 glycine tert-butyl ester hydrochloride 
• 1013-88-3 Benzophenone imine 

Downstream Products

• 150652-96-3 (R)-2-(tert-butoxycarbonyl)amino-4-pentenoic acid methyl ester 
• 89985-87-5 methyl (2S)-2-tert-butoxycarbonylamino-4-pentenoate 
• 163210-82-0 (S)-2-allylglycine tert-butyl ester 
• 611182-70-8 TIPSO-D-Hpla(TIPS)-D-Leu-L-Choi(TIPS)-L-Arg(δ,ω'-di-Cbz)-OMe 
• 611182-71-9 TIPSO-D-Hpla(TIPS)-D-Leu-L-Choi(TIPS)-L-Argol(δ,ω'-di-Cbz) 
• 611182-68-4 Boc-L-Choi(TIPS)-L-Arg(δ,ω'-di-Cbz)-OMe 
• 611182-69-5 C₄₁H₆₁N₅O₈Si 
• 611182-67-3 C₃₇H₄₉N₅O₁₀ 
• 139033-70-8 L-Arg(δ,ω'-di-Cbz)-OMe 
• 95198-94-0 C₁₁H₂₀NO₄CN₃H₂(C₈H₇O₂)2 
• 139033-70-8 C₂₃H₂₈N₄O₆ 
• 50299-15-5 methyl (S)-allylglycinate 
• 701914-23-0 C₂₃H₂₈N₄O₆ 

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

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

Synergistic Cu/Pd Catalysis for Enantioselective Allylation of Ketimine Esters: The Direct Synthesis of α-Substituted α-Amino Acids and 2H-Pyrrols

An efficient synergistic Cu/Pd catalyzed enantioselective α-allylation of acyclic ketimine esters has been reported, which provides an entry to nonproteinogenic α-allyl α-amino acids in high yield, exclusive regioselectivity, and excellent enantioselectivity. Moreover, the more challenging cyclic ketimine ester could also be employed as a nucleophile for the construction of 3,4-dihydro-2H-pyrrole derivatives bearing a quaternary stereogenic center using the same catalytic system. (Figure presented.).

Pd/Cu dual catalysis: Highly enantioselective access to α-substituted α-amino acids and α-amino amides

The asymmetric allylation of glycine iminoesters has been accomplished through a synergistic Pd/Cu catalyst system, affording a range of α-substituted α-amino acids in high yields and with excellent enantioselectivities (88 → 99% ee). The introduction of a Cu-P,N-metallocenyl complex-activated glycine iminoester to the chiral palladium-catalyzed allylic allylation process is crucial owing to its high reactivity and excellent enantioselectivities. Importantly, this Pd/Cu dual catalysis strategy can be used for the asymmetric allylic alkylation of prochiral glycine amide derivatives, which could be further utilized to synthesize biologically important vicinal diamines.

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

Directing the Cation Recognition Ability of Calix[4]arenes toward Asymmetric Phase-Transfer Catalysis

The recognition abilities of chiral calixarene hosts toward alkali cation guests have been exploited for the first time in asymmetric phase-transfer catalysis. The binding affinities of a series of chiral α-methylbenzylamine-derived calix[4]arene-amides toward Na+ guest have been determined by 1H NMR spectroscopic titration experiments. The good apparent association constant values are consistent with the macrocycles' catalytic efficiency in the asymmetric alkylation reaction of N-(diphenylmethylene)glycine esters under phase-transfer conditions.

Recoverable Dendritic Phase-Transfer Catalysts that Contain (+)-Cinchonine-Derived Ammonium Salts

Four new phosphorus dendrimeric phase-transfer catalysts are prepared that contain 12 (+)-cinchoninium salts on the surface obtained by the quaternisation of the quinuclidinic N atom. The asymmetric alkylation of a glycinate Schiff base with benzyl bromide is used as a benchmark reaction, and the dendrimeric catalyst that contains an allyl group on the O-9 hydroxy group of the cinchonine units is the most active. The recovery and reuse of the catalyst are possible for five consecutive runs without loss of activity and with only a slight decrease in enantioselectivity. If other electrophiles are used, substituted benzyl bromides give better results than other activated alkyl bromides to afford the corresponding R amino acid derivatives. A comparison of these results with those reported previously for similar cinchoninium salts shows that dendrimers could be a better support than other polymers for this type of organocatalysis.

Facile one-pot fabrication of a silica gel-supported chiral phase-transfer catalyst - N-(2-cyanobenzyl)-O(9)-allyl-cinchonidinium salt

A novel type of silica gel-supported cinchona alkaloid-based quaternary ammonium salt was prepared by available one-pot synthesis for the first time through the free radical addition of the sulfhydryl group of 3-mercaptopropyltrimethoxysilane to an exocyc