51941-56-1

Upstream product

• 4294-57-9 para-methylphenylmagnesium bromide 
• 138573-09-8 Ethyl ε-diazo-α,4-dimethylbenzenehexanoate 
• 138573-08-7 2-Acetyl-6-p-tolyl-heptanoic acid ethyl ester 
• 19876-64-3 α,4-Dimethylbenzenebutanol 
• 19872-53-8 4-(4-methyl-p-tolyl)butyl bromide 
• 100847-93-6 Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate 
• 74-88-4 methyl iodide 
• 117421-37-1 ethyl 2-hydroxymethylene-6-phenylthio-6-p-tolylheptanoate 
• 106-38-7 para-bromotoluene 
• 1821-24-5 1-(p-methylphenyl)cyclohexanol 
• 100847-90-3 ethyl 2-diazo-6-phenylthio-6-p-tolylheptanoate 
• 100847-91-4 2-Methyl-1-phenylsulfanyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester 
• 100847-89-0 ethyl 6-phenylthio-6-p-tolylheptanoate 
• 100847-88-9 ethyl 6-hydroxy-6-p-tolylheptanoate 

Downstream Products

• 16982-00-6 1-(1,2,2-trimethylcyclopentyl)-4-methylbenzene 
• 51941-58-3 1,2-Dimethyl-2-formyl-1-p-tolylcyclopentane 
• 51941-58-3 1,2-dimethyl-2-p-tolylcyclopentane-1-carbaldehyde 
• 117421-45-1 Methanesulfonic acid (1R,2R)-1,2-dimethyl-2-p-tolyl-cyclopentylmethyl ester 
• 51941-57-2 (1R^*,2S^*)-1,2-Dimethyl-2-(4-methylphenyl)cyclopentanemethanol 

Relevant academic research and scientific papers

An RCM based approach to (±)-herbertene-l, 14-diol and (±)-tochuinyl acetates

A sequence comprising of Johnson's ortho ester Claisen rearrangement, alkylation and RCM reactions has been developed for the synthesis of cyclopentenes containing vicinal quaternary carbon atoms. The versatility of the sequence has been demonstrated by the efficient total synthesis of sesquiterpenes tochuinyl acetates and herbertene-1,14-diol.

A simple, ring-closing metathesis reaction based approach to (±)-1,14-herbertenediol and (±)-11-epi-herbertenolide

A total synthesis of 1,14-herbertenediol via 11-epi-herbertenolide, and a formal total synthesis of tochuinyl acetate and dihydrotochuinyl acetate, employing a ring-closing metathesis reaction based methodology, are described.

Rh-Mediated Cyclopentane Construction Can Compete with β-Hydride Elimination: Synthesis of (+/-)-Tochuinyl Acetate

Rhodium(II) carboxylate catalyzed C-H insertion to form a cyclopentane is shown to compete effectively with β-hydride elimination, except when the β-hydrogen is ternary.Cyclization of diazo ester 27 gives 28, which is converted in three steps to (+/-)-toc

SYNTHESIS OF AROMATIC SESQUITERPENES, (+/-)-CUPARENE AND (+/-)-LAURENE BY MEANS OF AN INTRAMOLECULAR CARBENOID DISPLACEMENT (ICD) REACTION

The synthesis of (+/-)-cuparene and (+/-)-laurene was accomplished by means of an intramolecular carbenoid displacement (ICD) reaction of the benzyl sulphide (12) as a key reaction.

Synthesis of an Aromatic Sesquiterpene, (+/-)-Cuparene, via Construction of a Quaternary Carbon Centre by an Intramolecular Carbenoid Displacement Reaction

The synthesis of (+/-)-cuparene (11), which includes as the key step an intramolecular carbenoid displacement reaction at the benzylic position of a benzyl sulphide derivative, is described.