80651-37-2

Upstream product

• 1949-41-3 2-methyl-4-phenylbutanoic acid 
• 1771-65-9 2-methyl-4-oxo-4-phenylbutanoic acid 
• 934242-93-0 (-)-(1R,2Z)-1-[tert-butyl(dimethyl)silanyl]-but-2-enyl pentafluorobenzoate 
• 74685-32-8 diphenethylzinc 
• 128038-39-1 2-methylene-4-phenylbutanoic acid 
• 16520-62-0 4-Phenyl-1-butyne 
• 84143-17-9 (R)-2-methyl-4-oxo-4-phenylbutanoic acid 
• 2170-03-8 itaconic acid anhydride 
• 71-43-2 benzene 
• 15732-75-9 3-benzoyl-2-methylenepropionic acid 
• 1821-12-1 4-Phenylbutyric acid 
• 18496-54-3 phenylbutyric acid chloride 
• 201230-82-2 carbon monoxide 
• 116199-39-4 (S)-4-phenylbutan-2-yl 4-methylbenzenesulfonate 

Downstream Products

• 82826-59-3 (-)-(R)-α-methyl-α-(β-phenylethyl)acetohydroxamic acid 
• 356784-34-4 (2R)-2-methyl-4-phenyl-1-butanol 
• 3023-61-8 (-)-(S)-2-methyl-4-phenylbutan-1-ol 
• 849436-05-1 (R)-2-methyl-4-phenylbutanal 

Relevant academic research and scientific papers

Regio-, chemo-, and enantioselective Ni-catalyzed hydrocyanation of 1,3-dienes

A regio-, chemo-, and enantioselective nickel-catalyzed hydrocyanation of 1,3-dienes is reported. The key to the success of this asymmetric transformation is the use of a specific multichiral diphosphite ligand. In addition to aryl-substituted 1,3-dienes, highly challenging aliphatic 1,3-diene substrates can also be preferentially converted to the corresponding 1,2-adducts in decent yields with the highest enantioselectivities to date.

Cobalt-Catalyzed Aminocarbonylation of Alkyl Tosylates: Stereospecific Synthesis of Amides

Metal-catalyzed aminocarbonylation is a standard approach for installing amide functionality in chemical synthesis. Despite broad application of this transformation using aryl or vinyl electrophiles, there are few examples involving unactivated aliphatic substrates. Furthermore, there are no stereocontrolled aminocarbonylations of alkyl electrophiles known. Herein, we report a stereospecific aminocarbonylation of unactivated alkyl tosylates for the synthesis of enantioenriched amides. This cobalt-catalyzed transformation uses a remarkably broad range of amines and proceeds with excellent stereospecificity and chemoselectivity.

Manganese-Catalyzed Stereospecific Hydroxymethylation of Alkyl Tosylates

The development of a stereospecific hydroxymethylation of alkyl tosylates using an inexpensive, first-row catalyst is described. The transformation proceeds under mild conditions with low pressure to deliver homologated alcohols as products. Chiral, nonracemic β-branched primary alcohols are obtained with high enantiospecificity from easily accessed secondary alkyl substrates. Simple modification of the reaction system also permits access to α-d2 alcohols. These studies use anionic metal carbonyl catalysis to access a synthetic equivalent of the challenging hydroxymethyl anion from carbon monoxide.

Enzyme-Inspired Chiral Secondary-Phosphine-Oxide Ligand with Dual Noncovalent Interactions for Asymmetric Hydrogenation

Inspired by the unique character of enzymes, we developed novel chiral SPO (secondary-phosphine-oxide) ligand (SPO-Wudaphos) which can enter into both ion pair and H-bond noncovalent interactions. The novel chiral SPO-Wudaphos exhibited excellent results

Copper-catalyzed allylic difluoromethylation of allyl carbonates with (difluoromethyl)zinc reagent

The catalytic allylic difluoromethylation of allyl carbonates with (difluoromethyl)zinc reagent, which can be readily prepared via iodine-zinc exchange reaction of difluoroiodomethane with diethylzinc, was achieved by employing copper salt as a catalyst.

Cobalt-Catalyzed Carbonylative Cross-Coupling of Alkyl Tosylates and Dienes: Stereospecific Synthesis of Dienones at Low Pressure

Despite advances in organometallic cross-coupling of alkyl electrophiles, there are few stereoselective reactions of chiral, nonracemic substrates. Herein we report a stereospecific carbonylative coupling of alkyl tosylates and dienes producing enantioenriched dienones. This catalytic process proceeds under low pressure and mild conditions using a simple cobalt catalyst and extends to diverse tosylate and diene coupling partners. The transformation constitutes a unique, convergent approach to the asymmetric synthesis of valuable carbonyl compounds from easily accessed starting materials.

SPIROBENZYLAMINE-PHOSPHINE, PREPARATION METHOD THEREFOR AND USE THEREOF

The present invention relates to a spirobenzylamine-phosphine, preparation method therefor and use thereof. The compound has a structure represented by formula (I), wherein n=0 to 3; R1, R2, R3, R4, R5, R6, R7, R8 and R9 having a value as defined in claim 1. Starting from the substituted 7-trifluoromesyloxy-7'-diarylphosphino-1, 1'-spiro-dihydroindene, the compound is synthesized in a two-step or three-step reactions. The new spirobenzylamine-phosphine is complexed with an iridium precursor and is subjected to ion exchange, to give an Iridium/spirobenzylamine-phosphine complex comprising various anions. The spiro benzyl amine-phosphine/Iridium complex according to the present invention may be used for catalyzing asymmetry hydrogenation of a variety of alpha-substituted acrylic acids, has high activity and enantio-selectivity, and has a good prospect of industrialization.

Spirobenzylamine-Phosphine, Preparation Method Therefor And Use Thereof

The present invention relates to a spirobenzylamine-phosphine, preparation method therefor and use thereof. The compound has a structure represented by formula (I), wherein n=0 to 3; R1, R2, R3, R4, R5, R6, R7, R8 and R9 having a value as defined in claim 1. Starting from the substituted 7-trifluoromesyloxy-7′-diarylphosphino-1,1′-spiro-dihydroindene, the compound is synthesized in a two-step or three-step reactions. The new spirobenzylamine-phosphine is complexed with an iridium precursor and is subjected to ion exchange, to give an Iridium/spirobenzylamine-phosphine complex comprising various anions. The spiro benzyl amine-phosphine/Iridium complex according to the present invention may be used for catalyzing asymmetry hydrogenation of a variety of alpha-substituted acrylic acids, has high activity and enantio-selectivity, and has a good prospect of industrialization.

SPIRO PHOSPHORUS-OXAZOLINE, SYNTHESIS AND USE THEREOF

The present invention belongs to a spiro phosphine-oxazoline and preparation method and application thereof, particularly, publishes a novel spiro phosphine-oxazoline and the preparation method of its iridium complex. The substituted 7-diaryl phosphino-7'-carboxy-1,1'-Lo-dihydro-indene is used as the starting raw material to synthesize the novel spiro phosphine-oxazoline of the present invention through a two-step reaction. The novel spiro phosphine-oxazoline and the iridium precursor are complexed to become a complex, and then through ion exchange, an iridium/phosphine spiro-oxazoline complex with different anions can be obtained. The present invention overcomes the shortcomings of the existing technology. The cheap readily available amino alcohol is used as the raw material to synthesize the novel spiro phosphine-oxazoline, on the fourth position of the oxazoline ring of which there is no substituent. The iridium complex of this novel spiro phosphine-oxazoline can catalyze the asymmetric hydrogenation of α-substituted acrylic acid, and shows very high activity and enantioselectivity, therefore has a vey high research value and an industrialization prospect.

Highly diastereoselective preparation of (E)-alkenylsilanes bearing an α-chiral center

(Chemical Equation Presented) The copper(I)-mediated anti-S N2′ allylic substitution allows a highly stereoselective preparation of alkenylsilanes bearing a chiral center in the α-position with high transfer of chirality. These alkenylsilanes were converted into α,β-unsaturated ketones or into the corresponding boronic esters without loss of the chiral information.