51941-57-2

Upstream product

• 243117-78-4 2-cyano-5-[1,3]dioxolan-2-yl-3-methyl-3-p-tolyl-pentanoic acid ethyl ester 
• 1821-23-4 1-cyclohex-1-enyl-4-methylbenzene 
• 100847-96-9 5-(p-toluoyl)valeric acid 
• 211811-46-0 2-Methyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester 
• 1821-24-5 1-(p-methylphenyl)cyclohexanol 
• 106-38-7 para-bromotoluene 
• 35657-16-0 3-methylphenyl chloromethyl sulfide 
• 51941-55-0 1-Bromo-2-carbethoxy-2-methyl-1-p-tolylcyclopentane 
• 51941-54-9 2-Carbethoxy-2-methyl-p-tolylcyclopent-1-ene 
• 5453-88-3 ethyl 1-methyl-2-oxocyclopentane-1-carboxylate 
• 130399-08-5 4-Acetoxy-1,2,3,3a,4,9b-hexahydro-3a,7,9b-trimethyl-cyclopentabenzothiopyran 
• 130399-07-4 (3aR,9bS)-3a,7,9b-Trimethyl-1,2,3,3a,4,9b-hexahydro-5-thia-cyclopenta[a]naphthalene 5-oxide 
• 119305-94-1 cis-1,2,3,3a,4,9b-Hexahydro-3a,7,9b-trimethyl-cyclopentabenzothiopyran 
• 108-40-7 toluene-3-thiol 

Downstream Products

• 16982-00-6 cuparene 
• 56324-31-3 (S)-1-methyl-4-(1,2,2-trimethylcyclopentyl)benzene 
• 16982-00-6 1-(1,2,2-trimethylcyclopentyl)-4-methylbenzene 
• 117421-45-1 Methanesulfonic acid (1R,2R)-1,2-dimethyl-2-p-tolyl-cyclopentylmethyl ester 
• 51941-58-3 1,2-dimethyl-2-p-tolylcyclopentane-1-carbaldehyde 
• 111621-35-3 (+/-)-Tochuinyl acetate 
• 51941-58-3 1,2-Dimethyl-2-formyl-1-p-tolylcyclopentane 

Relevant academic research and scientific papers

Stereospecific Construction of Contiguous Quaternary All-Carbon Centers by Oxidative Ring Contraction

Oxidative ring contraction of cyclic α-formyl ketones was facilitated by the action of H2O2under operationally simple and environmentally benign reaction conditions. The process was highly regioselective and enables stereospecific construction of contiguous quaternary all-carbon centers from stereodefined all-substituted all-cyclic ketones. The asymmetric syntheses of (+)-cuparene and (+)-tochuinyl acetate were also successively achieved by taking advantage of this novel protocol.

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.

Stereoselective total syntheses of (±)-1,14-herbertenediol and (±)-tochuinyl acetate and facile total syntheses of (±)-α-herbertenol, (±)-β-herbertenol and (±)-1,4-cuparenediol

Stereoselective total syntheses of (±)-1,14-herbertenediol (7) and (±)-tochuinyl acetate (10) and facile total syntheses of (±)-α-herbertenol (2), (±)-β-herbertenol (3) and (±)-1,4-cuparenediol (8) have been successfully accomplished involving intramolecu

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.

Stereoselective total synthesis of (±)-Tochuinyl acetate and (±)-dihydrotochuinyl acetates

Details of the first total synthesis of the marine natural product dihydrotochuinyl acetate is described. Cyclopentenone annulation of p-methylacetophenone via a Claisen rearrangement- Wacker oxidation based sequence generated the cyclopentenone 3, a know

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.