154194-50-0

Upstream product

• 930-68-7 cyclohexenone 
• 108-59-8 malonic acid dimethyl ester 
• 15014-25-2 malonic acid dibenzyl ester 
• 108-94-1 cyclohexanone 

Downstream Products

• 1380545-90-3 (R)-3-(2-azidoethyl)cyclohexanone 
• 350031-22-0 ((S)-3-Oxo-cyclohexyl)-acetic acid 
• 1379450-02-8 (R)-3-[2-(tert-butyldimethylsilyloxy)ethyl]cyclohexanone 
• 1379450-03-9 3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one 

Relevant academic research and scientific papers

Hydrogen-bonded organic network with appended chiral metal complexes

Treatment of anthracenebisresorcinol (1·4H) with La(OiPr)3 and binaphthol (BN·2H) as a chiral ligand affords an amorphous and insoluble 1:2:2 adduct (chiral La host) formulated as (1·2H)2-·2(LaBN)+. This formula

Enantioselective tandem Michael addition/H2-hydrogenation catalyzed by ruthenium hydride borohydride complexes containing β-aminophosphine ligands

A variety of ruthenium(II) catalyst precursors containing β-aminophosphine ligands and a borohydride ligand were found to be active for a one-pot, tandem asymmetric Michael addition/H2-hydrogenation reaction to give the chiral alcohol in excellent diastereomeric excess. The most effective catalyst is 4b, containing the (S)-binap ligand and (R,R)-Pnor ligand, derived from (1S,2R)-norephedrine. Copyright

Catalytic asymmetric Michael reactions promoted by a lithium-free lanthanum-BINOL complex

In this communication, we report a new lithium-free lanthanum-BINOL complex, which is quite effective in catalytic asymmetric Michael reactions. We have succeeded in developing effective asymmetric base catalysts, in particular, asymmetric ester enolate catalysts forasymmetric Michael reactions. Two asymmetric lanthanum complexes are now available, namely, BINOL-lanthanum-lithium complex and the new lithium-free lanthanum-BINOL complex. The two complexes complement each other in their ability to catalyze asymmetric nitroaldol and asymmetric Michael reactions.

Enantioselective Michael reaction catalyzed by well-defined chiral Ru amido complexes: Isolation and characterization of the catalyst intermediate, Ru malonato complex having a metal-carbon bond

Chiral Ru amido complexes promote asymmetric Michael addition of malonates to cyclic enones, leading to Michael adducts with excellent ee's, in which the chiral Ru amido complexes react with malonates to give isolable catalyst intermediates, chiral Ru malonato complexes bearing a metal bound C-nucleophile. Copyright

Helical foldamer-catalyzed enantioselective 1,4-addition reaction of dialkyl malonates to cyclic enones

The introduction of a five-membered ring α,α-disubstituted α-amino acid into L-Leu-based heptapeptides preferentially induced right-handed (P) helical structures. Using 5 ～ 20 mol% of a single helical foldamers-catalyst, enantioselective 1,4-addition reactions of dialkyl malonates to cycloalk-2-enones (5 ～ 7 rings) proceeded to give chiral 3-substituted cycloalkanones with 94 ～ 99% ee in moderate chemical yields, regardless of the ring size of substrates.

Catalytic Asymmetric β-C-H Functionalizations of Ketones via Enamine Oxidation

A chiral primary amine catalyzed oxidative β-C-H functionalization of ketone is described. The reaction proceeds via ketone enamine oxidation by IBX and enables highly enantioselective remote C-H functionalization of both cyclic and acyclic ketones, gener

Enzyme-Promoted Direct Asymmetric Michael Reaction by Using Protease from Streptomyces griseus

The direct asymmetric Michael addition of malonates and enones was promoted by protease from Streptomyces griseus for the first time. Yields of up to 84% with enantioselectivities of up to 98% enantiomeric excess (ee) were achieved under optimized conditi

Air- and water-tolerant rare earth guanidinium BINOLate complexes as practical precatalysts in multifunctional asymmetric catalysis

Shibasaki's REMB catalysts (REMB; RE = Sc, Y, La-Lu; M = Li, Na, K; B = 1,1′-bi-2-naphtholate; RE/M/B = 1/3/3) are among the most enantioselective asymmetric catalysts across a broad range of mechanistically diverse reactions. However, their widespread us

PRECATALYST FOR SHIBASAKI'S RARE EARTH METAL BINOLATE CATALYSTS

Disclosed herein are schemes for the synthesis of novel hydrogen-bonded rare earth- BINOLate precatalyst complexes, the precatalysts, per se, and their application for the generation of anhydrous REMB catalysts by cation-exchange from metal halides.

Mechanistic study of asymmetric Michael addition of malonates to enones catalyzed by a primary amino acid lithium salt

A mechanistic study was carried out for the asymmetric Michael addition reaction of malonates to enones catalyzed by a primary amino acid lithium salt to elucidate the origin of the asymmetric induction. A primary β-amino acid salt catalyst, O-TBDPS β-hom