86532-06-1

Upstream product

• 6090-09-1 (+-)-4-acetyl-1-methylcyclohexene 
• 105-53-3 diethyl malonate 
• 15766-66-2 3-(4-methylcyclohex-3-en-1-yl)but-3-en-1-ol 
• 23684-13-1 4-oxo-hex-5-enoic acid methyl ester 
• 88153-58-6 bisabola-2,11-diene-7α,10-diol 
• 515-69-5 (-)-α-bisabolol 
• 106799-45-5 4-Oxo-4-<4-(trimethylsiloxy)-3-cyclohexenyl>butansaeure-methylester 
• 90288-82-7 c-2-(Trimethylsiloxy)-t-2-vinyl-r-1-cyclopropancarbonsaeure-methylester 
• 138-86-3 limonene. 
• 86532-09-4 3-(4-methylcyclohex-3-en-1-yl)but-3-en-1-yl methanesulfonate 
• 86532-08-3 4-(4-Methyl-cyclohex-3-enyl)-pent-4-enenitrile 
• 96160-48-4 2-(4-Methyl-cyclohex-3-enyl)-hex-5-en-2-ol 
• 38970-45-5 4-(4-Methyl-cyclohex-3-enyl)-pent-4-enoic acid 

Relevant academic research and scientific papers

BISABOLENE DERIVATIVES AND OTHER CONSTITUENTS FROM ACHILLEA ODORATA

From a hexane extract of the aerial parts of Achillea odorata, two nerolidol derivatives, (6E)-5,9-diacetoxynerolidol and (6E)-9-acetoxy-5-hydroxynerolidol, six bisabolene derivatives, 7,10-dihydroxy-bisabol-2,11-diene, 7,11-dihydroxy-bisabol-2,9E-diene, 1,10-diacetoxybisabol-2,11-diene, 7-hydroxy-11-hydroperoxybisabol-2,9E-diene, 7-hydroxy-10-hydroperoxybisabol-2,11-diene and (-)-α-bisabolol, as well as two flavones, 3,6,7,4'-tetramethoxy-5-hydroxyflavone and 3,6,7,3',4'-pentamethoxy-5-hydroxyflavone, have been isolated.Structures of the first three new terpenoids were established from their spectroscopic properties and by the use of some chemical correlations.

A Synthesis of rac-Norbisabolide

The racemates of the diastereomers of norbisabolide (6) are prepared in a few steps and in reasonable overall yield from methyl 2-siloxy-2-vinyl-1-cyclopropanecarboxylate (1).A crucial step is the one-pot transformation 5 --> 6.

A NOVEL SYNTHESIS OF NORBISABOLIDE VIA A SYNTHON PREPARED BY A FREE RADICAL REACTION

An improved synthesis of norbisabolide (1) is described starting from limonene.Free radical addition of acetic acid in the presence of manganese (III) acetate led to an ethylenic acid which is converted to (1) in acidic medium.

Selectivity and Reactivity in Some Oxidations with Pentavalent and Hexavalent Chromium Reagents: A Short Synthesis of Norbisabolide

Selective oxidative cyclization of the t-hydroxyolefin (5) with pyridinium chlorochromate leads to a simple synthesis of norbisabolide (4).On the other hand, α-terpineol (7) on treatment with chromium(V) reagent undergoes facile oxidative cleavage followed by cyclization to give homoterpenyl methyl ketone (8).

SYNTHESIS OF NORBISABOLIDE

Norbisabolide has been synthesized from limonen 8,9-oxide via malonate alkylation.In situ generation of the terpene synthon from 4-methyl-3-cyclohexen-1-yl methyl ketone is demonstrated.Homolimonenol can also serve as precursor of the terpene.