83059-86-3

Upstream product

• 84565-72-0 1,2-Dimethyl-2-m-tolyl-bicyclo[3.1.0]hexane 
• 591-17-3 meta-bromotoluene 
• 197164-18-4 3-((S)-1,2,2-Trimethyl-cyclopentyl)-benzoic acid methyl ester 
• 84565-83-3 1-(1,2-Dimethyl-cyclopent-2-enyl)-3-methyl-cyclohexa-2,5-dienecarboxylic acid 
• 84565-71-9 1-(1,2-Dimethylcyclopent-2-enyl)-3-methylbenzene 
• 208457-89-0 1,2-Epoxy-1-methyl-2-(3-methylphenyl)cyclopentane 
• 97704-19-3 2-Methyl-1-m-tolyl-cyclopentanol 
• 1120-72-5 2-Methylcyclopentanone 
• 309750-95-6 5-[1,3]dioxolan-2-yl-2,3-dimethyl-3-m-tolyl-pentanoic acid methyl ester 
• 309750-94-5 5-[1,3]dioxolan-2-yl-3-methyl-3-m-tolyl-pentanoic acid methyl ester 
• 19355-28-3 2-Cyan-3-(3-methylphenyl)-2-butensaeure-ethylester 
• 563538-84-1 4,4-dimethyl-3-(3-methylphenyl)-2-cyclohexen-1-one 
• 563538-85-2 4,4-dimethyl-3-(3-methylphenyl)-2-cyclohexen-1-ol 
• 563538-83-0 6,6-dimethyl-1-(3-methylphenyl)-2-cyclohexen-1-ol 

Downstream Products

• 80322-60-7 12-bromoherbertene 

Relevant academic research and scientific papers

An Accidental Synthesis of (+/-)-Herbertene

(+/-)-Herbertene (1) was synthesized by acid-catalysed rearrangement of the alcohol (3) with a drimane skeleton.

New total synthesis of (±)-herbertene, (±)-β-herbertenol and (±)-herbertenediol

The total syntheses of the herbertane sesquiterpenes (±)-herbertene (1), (±)-β-herbertenol (2) and (±)-herbertenediol (5) have been successfully accomplished involving copper-catalysed conjugate addition of Grignard reagents to unsaturated compounds and α

Synthesis of cuparene and herbertene via a common intermediate

A dihydroisobenzofuran (13) was obtained from β-ionone in 10 steps via an intramolecular Diels-Alder reaction. On further oxidation, reductive ring opening and decarboxylation, cuparene and'herbertene were synthesized.

Application of the reetz reagent, dichlorodimethyltitanium, to develop sterically congested quaternary centers. The synthesis of herbertene

A general protocol for conversion of a tetrasubstituted alkene to a highly methylated hydrocarbon is tested with a concise synthesis of the natural product, herbertene. The conversion: alkene → 1,2-diol → 1,2- dimethylated hydrocarbon should find application in a number of synthesis designs.

Synthesis of liverwort sesquiterpene (-)-isocuparene (herbertene) via a Diels-Alder reaction using phenylethylamine as chiral auxiliary

The imine of 2-methylcyclopentanone with (S)-(-)-phenylethylamine was subjected to reaction with methyl propiolate and the product was transformed into (-)-isocuparene by use of a Diels-Alder reaction to construct the aromatic ring.

A HYBRID BIRCH-CLAISEN METHODOLOGY FOR ARYLATION AT ALLYLIC TERMINI: SYNTHESIS OF (+/-)-HERBERTENE

A hybrid Birch-Claisen methodology has been developed for the regio- and stereo-controlled arylation of allyl groups, and applied to a synthesis of (+/-)-herbertene.