95729-83-2

Upstream product

• 1400277-52-2 C₁₁H₂₀N₂O*BrH 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 108-91-8 cyclohexylamine 
• 3304-59-4 N-benzyloxycarbonyl-L-proline p-nitrophenyl ester 
• 141874-26-2 N-Boc-(S)-proline chloride 
• 55647-46-6 (S)-2-Cyclohexylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 129720-85-0 (S)-1-tert-butyl 2-(cyclohexylcarbamoyl)pyrrolidine-1-carboxylate 

Downstream Products

• 129720-86-1 Boc-Arg(Mts)-Pro-cyclohexylamine 
• 921936-85-8 1,1'-(propane-1,3-diyl)bis(N-cyclohexylpyrrolidine-2-carboxamide) 
• 67715-13-3 (S)-N-cyclohexyl-N-(2-pyrrolidinylmethyl)amine 
• 129720-87-2 Z-Gly-Pro-Arg(Mts)-Pro-cyclohexylamine 
• 129720-88-3 H-Arg(Mts)-Pro-cyclohexylamine 

Relevant academic research and scientific papers

The development of new amine-amide ligands for application in Cu(II)-catalyzed enantioselective Henry reactions

A new type of chiral tertiary amine ligand was designed and derived from l-proline and (R)-BINOL. These new chiral ligands chelated with Cu(II) showed highly catalytic efficiency in enantioselective Henry reactions. Excellent yields (up to 99%) and high enantioselectivities (up to 96% ee) were achieved for aromatic, hetero-aromatic and aliphatic aldehyde substrates, without an additional base additive or the need for air or moisture exclusion.

Chiral amine catalyzed enantio- and diastereoselective Michael reaction in brine

Simple pyrrolidine-based chiral amines were synthesized and used for the Michael addition of different ketones to a variety of nitro-olefins in brine. The effect of different surfactants and acids on the yields and stereochemical outcome of the Michael ad

Simple and facile l-prolinamides derived from achiral cycloalkylamines as organocatalysts for the highly efficient large-scale asymmetric direct aldol reactions

A series of N-cycloalkylprolinamides have been designed and synthesized from achiral cycloalkylamines in a facile manner. They promoted high stereoselectivity in the cross-aldol reaction. N-cyclopropylprolinamide performed best with a smallest carbocyclic

Asymmetric intramolecular aldol reaction mediated by (S)-N-substituted-N- (2-pyrrolidinylmethyl)amine to prepare Wieland-Miescher ketone

New or known N-substituted-N-(2-pyrrolidinylmethyl)amine derivatives bearing a variety of alkyl and aryl substituents were easily prepared from N-Boc-proline or N-Boc-N-(2-pyrrolidinylmethyl)amine. The enantioselectivity of the intramolecular asymmetric aldol reaction mediated by a combination of the amine derivative and TFA to prepare Wieland-Miescher ketone was examined. During the examination, optimal amount of TFA in the reaction was identified. The Japan Institute of Heterocyclic Chemistry.

Simple, inexpensive, and facile l-prolinamide used as a recyclable organocatalyst for highly efficient large-scale asymmetric direct aldol reactions

In order to discover a simple, inexpensive, and efficient route to obtain highly enantiomerically enriched anti-aldol products for applications in industry, a series of prolinamides 1-5 with different carbocyclic rings have been synthesized from achiral c

An N,N′-dioxide/In(OTf)3 catalyst for the asymmetric hetero-Diels-Alder reaction between Danishefsky's dienes and aldehydes: Application in the total synthesis of triketide

(Chemical Equation Presented) In-teresting catalyst: An asymmetric hetero Diels-Alder reaction between Danishefsky's dienes and various aldehydes using an N,N′-dioxide/In(OTf)3 complex affords highly substituted chiral dihydropyranones with up

Enantioselective Strecker reaction of phosphinoyl ketoimines catalyzed by in situ prepared chiral N,N′-dioxides

The enantioselective Strecker reaction of N-diphenylphosphinoyl ketoimines has been achieved by use of in situ prepared chiral N,N′-dioxide catalyst from L-piperidinamide 3f and m-chloroperoxybenzoic acid (m-CPBA). Excellent yields (up to 99%) and high enantioselectivities (up to 92% ee) were obtained. In particular, in situ prepared catalyst with readily available chiral material made the procedure more convenient. Moreover, the L-piperidinamide 3f-derived N,N′-dioxide 9 could be recycled and reused at least five times without any loss of either catalytic activity or enantioselectivity.

Enantioselective cyanosilylation of α,α-dialkoxy ketones catalyzed by proline-derived in-situ-prepared N-oxide as bifunctional organocatalyst

Bifunctional N,N′-dioxide catalysts have been developed for highly enantioselective cyanosilylation of α,α-dialkoxy ketones. This process, catalyzed by in-situ-prepared proline-derived N,N′-dioxide 2b, produced the corresponding cyanohydrin trimethylsilyl ethers in excellent yields (up to 99%) with high enantioselectivities (up to 93% ee). A reasonable mechanism was proposed according to the observation of the linear effect, 1H NMR spectra, isolated cyanohydrin, and the roles of the NH and N-oxide moieties of the catalyst.

Chiral bisformamides as effective organocatalysts for the asymmetric one-pot, three-component strecker reaction

(Chemical Equation Presented) C2-symmetric chiral bisformamides have been shown to catalyze the asymmetric one-pot, three-component Strecker reaction, which produced the α-amino nitriles in excellent yields (up to 99%) with good enantioselectiv

Asymmetric cyanosilylation of aldehydes catalyzed by novel organocatalysts

A novel proline-based N,N′-dioxide, which is easily prepared from inexpensive chemicals, serves as an effective catalyst for enantioselective cyanosilylation of aldehydes in up to 73% ee. Georg Thieme Verlag Stuttgart.