33131-14-5

Upstream product

• 673-32-5 1-Phenylprop-1-yne 
• 201230-82-2 carbon monoxide 
• 103-82-2 phenylacetic acid 
• 78-95-5 chloroacetone 
• 129313-31-1 (+/-)-(2S^*,3S^*)-2,3-Epoxy-2-methyl-3-phenylpropan-1-ol 
• 74-88-4 methyl iodide 
• 168475-91-0 6a-Phenyl-3a,6a-dihydro-3H-furo[3,4-c]pyrazole-4,6-dione 
• 35132-16-2 tert-butyl α-bromo-α-phenylacetate 
• 31491-21-1 2-phenyl-1,1-bis(trimethylsilyloxy)ethene 
• 243861-05-4 2-methoxycarbonyl-3-phenyl-butanedioic acid-4-tert-butyl-1-methyl ester 
• 243861-06-5 2-methoxycarbonyl-3-phenyl-butanedioic acid 

Downstream Products

• 129266-28-0 (S)-2-Hydroxy-2-((S)-3-methyl-5-oxo-4-phenyl-2,5-dihydro-furan-2-yl)-propionic acid 
• 1210328-02-1 C₂₂H₂₀O₄ 

Relevant academic research and scientific papers

Carbonylation of Acetylenes under Water Gas Shift Conditions: A New Method for Synthesis of Furan-2(5H)-ones

Under water gas shift conditions acetylenes are selectively converted into furan-2(5H)-ones with catalysis by rhodium carbonyl clusters.

Synthesis of substituted γ-butyrolactones: β-hydroxymethyl-, β- methylene and cyclopropane derivatives

A β-hydroxymethyl-γ-butyrolactone, which is a useful intermediate for the synthesis of several natural products with biological activity, was synthesized with good yield and a reduced number of steps from simple commercially available starting materials.

Furan-2(3H)- and -2(5H)-ones. Part 6. Di-?-methane rearrangement of the α-substituted 4-benzylfuran-2(5H)-one system

The effect of the 'central methane' substitution on the di-?-methane rearrangement in 4-benzyl-2,5-dihydrofuran-2-ones 8a-d was investigated.Significant enhancement of efficiency in the rearrangement leading in high combined yields to two isomeric products, endo-12 and exo-12, is discussed in terms of both the substituent effects at the benzylic carbon and the restrained features of the ring-enrolled ?-system.The origin of the difference in chemoselectivity compared with that of the 3-benzyl counterpart 5 where a photoarylated product 6 resulted upon photoirradiation was also investigated, and was rationalized by postulating a higher reactivity at the β-position of the enone system.

Rhodium Complex-Catalyzed Desilylative Cyclocarbonylation of 1-Aryl-2-(trimethylsilyl)acetylenes: A New Route to 2,3-Dihydro-1H-inden-1-ones

Under water gas shift reaction conditions, 1-aryl-2-(trimethylsilyl)acetylenes undergo Rh-catalyzed desilylative cyclocarbonylation to give 2,3-dihydro-1H-inden-1-ones and trimethylsilanol.A wide variety of functional groups, such as methoxy, chloro, acetyl, ethoxycarbonyl, cyano, and trifluoromethyl, are tolerated on the aromatic ring under the reaction conditions.The products were obtained in good to excellent yield whether the substituent on the aromatic ring was electron-donating or electron-withdrawing.The cyclizations of substrates bearing a meta substituent onthe aromatic ring regiospecifically gave 5-substituted-2,3-dihydro-1H-inden-1-ones except when the meta substituent was a methoxy group.The desilylative cyclocarbonylation is an alternative to the conventional preparation of 2,3-dihydro-1H-inden-1-ones, an intramolecular Friedel-Crafts acylation.A possible mechanism for the process is described.

THE MUKAIYAMA REACTION OF KETENE BIS(TRIMETHYLSILYL)ACETALS WITH α-HALO ACETALS - A CONVENIENT BUTENOLIDE SYNTHESIS

Ketene bis(trimethylsilyl) acetals were reacted with α-halo acetals giving β-alkoxy-γ-halo acids which were converted to butenolides by reaction with equivalents of base.This constitutes a novel and short butenolide synthesis.

ONE POT SYNTHESIS OF 4-METHYL 2(5H)-FURANONES

A series of 3-aryl, 4-methyl 2(5H)-furanones variably substituted in the phenyl ring were conveniently prepared in one pot in good yields from the corresponding phenylacetic acid derivatives and chloroacetone.