40339-20-6

Upstream product

• 25790-55-0 4-chloro-1,2-butadiene 
• 1589-82-8 phenylmagnesium bromide 
• 106-96-7 propargyl bromide 
• 300-57-2 allylbenzene 
• 99058-02-3 1,1-dibromo-2-(phenylmethyl)cyclopropane 
• 925-90-6 ethylmagnesium bromide 
• 122-78-1 phenylacetaldehyde 
• 50-00-0 formaldehyd 
• 10147-11-2 propargyl benzene 
• 100-39-0 benzyl bromide 
• 1334526-76-9 (Z)-(4-bromo-3-iodobut-2-enyl)benzene 
• 135663-97-7 1-phenylbut-3-yn-2-ol 

Downstream Products

• 532392-72-6 1-(ethoxycarbonyl)-2-(2'-phenylethylidene)cyclopropylmethyl ketone 

Relevant academic research and scientific papers

Highly selective cobalt-mediated [6 + 2] cycloaddition of cycloheptatriene and allenes

[6 + 2] Cycloadditions between cycloheptatrienes with allenes have been investigated. Cobalt salts were found to promote this transformation efficiently. Moreover, this reaction was found to be highly selective since only one regioisomer was obtained with an excellent E/Z-selectivity.

Intermolecular Allene Functionalization by Silver-Nitrene Catalysis

Under silver catalysis conditions, using [Tp*,BrAg]2 as the catalyst precursor, allenes react with PhI═NTs in the first example of efficient metal-mediated intermolecular nitrene transfer to such substrates. The nature of the substituent at the allene seems crucial for the reaction outcome since arylallenes are converted into azetidine derivatives, whereas methylene aziridines are the products resulting from alkylallenes. Mechanistic studies allow proposing that azetidines are formed through unstable cyclopropylimine intermediates, which further incorporate a second nitrene group, both processes being silver-mediated. Methylene aziridines from alkylallenes derive from catalytic nitrene addition to the allene double bonds. Both routes have resulted to be productive for further synthetic transformations affording aminocyclopropanes.

A convenient access to allylic triflones with allenes and triflyl chloride in the presence of (EtO)2P(O)H

A simple method for the preparation of allylic triflones from allenes and triflyl chloride in the presence of (EtO)2P(O)H has been developed. The features of this reaction are catalyst-free and simple starting substrates. This method tolerates diverse functional groups and substituted allylic triflones are obtained in moderate to good yields.

Highly regio- and stereoselective synthesis of alkylidenecyclopropanes via Ru(II)-pheox catalyzed asymmetric inter- and intramolecular cyclopropanation of allenes

An efficient protocol for the synthesis of optically active alkylidenecyclopropanes (ACPs) via the Ru(II)-Pheox catalyzed asymmetric cyclopropanation of allenes has been established. This catalytic system proceeded with high regioselectivity to give the A

Methods for the preparation of allenes employing indium- and zinc-mediated dehalogenation reactions in aqueous solutions

Simple and mild methods for the synthesis of allenes, employing indium- and zinc-mediated dehalogenation reactions of vicinal dihalides in an aqueous solvent, are described. By using these procedures, various allenylmethyl aryl ethers and monosubstituted

Asymmetric dihydroxylation of disubstituted allenes

Asymmetric dihydroxylation of 1,1-disubstituted and 1,3-disubstituted allenes can be used to synthesize chiral α-hydroxy ketones. We have also obtained α,α′-dihydroxy ketones with high enantioselectivity from 1,3-disubstituted allenes. Low conversion of the dihydroxylation of chiral allenes can be used as a kinetic resolution of sterically hindered allenes.

HIGHLY CHEMOSELECTIVE COUPLING REACTIONS OF ORGANOVANADIUM COMPOUNDS

Organovanadium compounds generated in dichloromethane from equimolar amounts of vanadium trichloride and Grignard reagents underwent the chemoselective cross-coupling reaction with acid chlorides leading to the corresponding ketones.Treatment with allyl halides resulted in allylation of organovanadium compounds.In the case of propargyl bromide, regioselective displacement occured to produce allene derivatives.