54961-01-2

Upstream product

• 621-23-8 1,2,3-trimethoxybenzene 
• 83036-58-2 prenyl diisopropyl phosphate 
• 80902-65-4 2-(3-methylbuta-2-enyl)-1,3,5-trihydroxybenzene 
• 77-78-1 dimethyl sulfate 
• 54961-02-3 2-(3-Hydroxy-3-methylbutyl)-1,3,5-trimethoxybenzol 
• 870-63-3 prenyl bromide 
• 3770-80-7 2,4,6-trimethoxybenzophenone 
• 157953-18-9 2-Methyl-4-(2,4,6-trimethoxyphenyl)-3-butyn-2-ol 
• 2510-49-8 2-iodo-1,3,5-trimethoxybenzene 

Downstream Products

• 1175530-96-7 3-prenyl-2,4,6-trimethoxybenzaldehyde 

Relevant academic research and scientific papers

Diverse alkanones by catalytic carbon insertion into the formyl C-H bond. Concise access to the natural precursor of achyrofuran

Over a century ago, the first reactions of diazomethane with aldehydes delivered methyl ketones. In the interim, aldehydes have been homologated with trimethylsilyldiazomethane, diazoacetates, and aryldiazomethanes, on rare occasion with catalysis. This work describes a mild procedure for convergent ketone assembly from nonstabilized diazoalkanes, including examples of chiral ketone synthesis with disubstituted (internal) nucleophiles. The method's remarkable tolerance to steric crowding is showcased in a simple approach to achyrofuran, a complex dibenzofuran.

Sulfonium salts as prenyl, geranyl, and isolavandulyl transfer agents towards benzoylphloroglucinol derivatives

In search for new methods aiming biomimetic synthesis of polyprenylated acylphloroglucinols (PPAPs), we now report the results of an evaluation of sulfonium salts as prenyl, geranyl, and isolavandulyl transfer agents towards benzoylphloroglucinol derivatives, in neutral conditions. As a result, conditions were found for rather efficient C-prenylation of these compounds. The corresponding trimethyl ether gave the best results, but the reaction was accompanied by a deacylation process. Geranyl transfer was also observed, but in low yield, and, interestingly, an isolavandulyl group could be introduced with an appreciable yield.

Synthesis and biological activity of the structural analogues of (-)-cabenegrin A-I

A series of phenylbutene and butanol derivatives (6a-j, 12, 13, 15, 17, 24b,c, 26, 27a,b) were prepared from the readily available resorcinol derivatives 2a-f and 7-hydroxy-chroman (18). The products were tested for inhibitory activity on the LPS-induced

REGIOSELECTIVE PRENYLATION OF PHENOLS BY PALLADIUM CATALYST: SYNTHESES OF PRENYLPHENOLS AND CHROMANS

The palladium-catalyzed coupling reaction of iodophenols (1) with 2-methyl-3-butyn-2-ol gave alkynylphenols (2).Catalytic hydrogenation of 2 over Raney nickel and the subsequent dehydration of the resultant alkylphenols (3) gave regioselectively the desired prenylphenols (4).Dehydration of alkylphenols (3f-h) gave chromans (7).

IRON-MEDIATED AROMATIC ALLYLATION

Electron rich aromatic and heteroaromatic compounds react with (η3-allyl)Fe(CO)4BF4 to produce allylated aromatics in moderate to good yields.Unsymmetrically substituted allyl complexes afford the corresponding butenyl-, 1,1-dimethylallyl-, cinnamyl-, and geranyl-derivatives with moderate to excellent regioselectivity and complete stereoselectivity.

STRUCTURES OF MULBERROFURANS B AND L, 2-ARYLBENZOFURAN DERIVATIVES FROM THE ROOT BARK OF THE CULTIVATED MULBERRY TREE (MORUS LHOU (SER.) KOIDZ.)

Mulberrofuran L, a new 2-arylbenzofuran derivative, was isolated from benzene extract of the cultivated mulberry tree (Japanese name "Roso", a cultivated variety of Morus lhou (SER.) KOIDZ), and the structure was shown to be 3 on the basis of the spectral and chemical data.The structure of mulberrofuran B was reversed from the structure (2) to 2' on the basis of the formation of 3 from 2'.

AN EFFICIENT REGIO- AND STEREOSPECIFIC ALKENYLATION OF PHENOLIC ETHERS BY PRENYL AND GERANYL DIISOPROPYL PHOSPHATES

Prenyl and geranyl diisopropyl phosphates readily alkenylate a variety of phenolic ethers regio- and stereospecifically without any appreciable side reactions.