115204-95-0

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 292638-85-8 acrylic acid methyl ester 
• 124-38-9 carbon dioxide 
• 40339-21-7 penta-3,4-dienyl-benzene 
• 18107-18-1 diazomethyl-trimethyl-silane 

Downstream Products

• 886036-48-2 3-Acetoxy-2-methylene-5-phenyl-pentanoic acid methyl ester 

Relevant academic research and scientific papers

Development of catalysts for the Baylis-Hillman reaction: The application of tetramethylguanidine and attempts to use a supported analogue

We show here that tetramethylguanidine (TMG) is a useful catalyst for the Baylis-Hillman reaction of aldehydes with methyl acrylate, showing good activity with a range of aldehyde substrates and, unlike many other catalysts or catalyst mixtures, it can be

Ni(0)-promoted hydroxycarboxylation of 1,2-dienes by reaction with CO 2 and O2

Figure presented A novel method for the preparation of hydroxy carboxylic acid derivatives has been developed by O2-oxidation of π-allylnickel intermediates generated by Ni(0)-mediated coupling of 1,2-dienes with CO2.

Diastereoselective peroxidation of derivatives of Baylis–Hillman adducts

Cyclic derivatives of Baylis–Hillman adducts were synthesized. Cobalt-catalyzed peroxidation of these cyclic lactones afforded silyl peroxides in diastereomeric ratios ranging from 91:9 to 97:3.

Latent Nucleophiles in Lewis Base Catalyzed Enantioselective N-Allylations of N-Heterocycles

Latent nucleophiles are compounds that are themselves not nucleophilic but can produce a strong nucleophile when activated. Such nucleophiles can expand the scope of Lewis base catalyzed reactions. As a proof of concept, we report that N-silyl pyrroles, i

Copper-Catalyzed One-Pot Borylative Aldolisation β-Fluoride Elimination for the Formal Addition of Acrylates to Carbonyl Moieties

Herein, we report the copper-catalyzed domino borylation/aldolisation of methyl 2-fluoroacrylate with carbonyl compounds followed by an elimination to give Morita–Baylis–Hillman (MBH) analogues. The optimal conditions described were shown to be compatible

2 H-Chromene-3-carboxylic Acid Synthesis via Solvent-Controlled and Rhodium(III)-Catalyzed Redox-Neutral C-H Activation/[3 + 3] Annulation Cascade

An efficient and redox-neutral synthesis of 2H-chromene-3-carboxylic acids from N-phenoxyacetamides and methyleneoxetanones has been realized via a solvent-controlled and rhodium(III)-catalyzed C-H activation/unusual [3 + 3] annulation sequence. This tran

Pd-Catalyzed Acyl C-O Bond Activation for Selective Ring-Opening of α-Methylene-β-lactones with Amines

A Pd-catalyzed ring-opening of β-lactones with various types of amines (primary, secondary, and aryl) to provide β-hydroxy amides with excellent selectivity toward acyl C-O bond cleavage is reported. The utility of this protocol is demonstrated in an asym

Kinetic resolution of α-Methylene- β- Hydroxy esters catalyzed by Acyl transfer catalyst An -PIQ

A highly efficient nonenzymatic kinetic resolution of a series of structurally diverse racemic α-methylene-β-hydroxy esters utilizing the acyl transfer catalyst An-PIQ and propionic anhydride is reported. This procedure provides recovered alcohols with extremely high ee's (up to >99%) in reasonable conversions and excellent selectivity factors (S up to 108). Several synthetically important substrates were resolved in gram-scale reactions, and highly optically pure α-methylene-β-hydroxy esters were obtained with excellent S values and good yields.

A general approach to the synthesis of β2-amino acid derivatives via highly efficient catalytic asymmetric hydrogenation of α-aminomethylacrylates

A new strategy was developed for the synthesis of a valuable class of α-aminomethylacrylates via the Baylis-Hillman reaction of different aldehydes with methyl acrylate followed by acetylation of the resulting allylic alcohols and SN2′-type amination of the allylic acetates. Asymmetric hydrogenation of these diverse olefinic precursors using rhodium(Et-Duphos) catalysts provided the corresponding β2-amino acid derivatives with excellent enantioselectivities and exceedingly high reactivities (up to >99.5% ee and S/C=10,000). The first hydrogenation of (Z)-configurated substrates was studied for the synthesis of β2-amino acid derivatives. The high influence of the substrate geometry and steric hindrance on the reactivity and enantioselectivity was also disclosed for this reaction. This protocol provides a highly practical, facile and scalable method for the preparation of optically pure β2- amino acids and their derivatives under mild reaction conditions.

Baylis-Hillman reaction promoted by a recyclable protic-ionic-liquid solvent-catalyst system: DABCO-AcOH-H2O

A recyclable protic-ionic-liquid solvent-catalyst system, DABCO-AcOH-H2O, has been developed and used in the Baylis-Hillman reaction of aromatic aldehydes, aliphatic aldehydes, and cinnamaldehydes with acrylates and acrylonitrile, showing compa