84295-55-6

Upstream product

• 75-16-1 methylmagnesium bromide 
• 82873-58-3 1-acetyl-4-methyl-3-cyclohexen-1-ol 
• 586-62-9 Terpinolene 
• 5259-65-4 4-methyl-3-cyclohexen-1-one 
• 67-64-1 acetone 
• 4584-23-0 2,2,6-trimethyl-1-oxa-spira[2.5]oct-ene 

Downstream Products

• 19822-67-4 2,2,5-trimethylcyclohept-4-en-1-one 
• 35879-90-4 isokarahanaenone 
• 99-87-6 4-methylisopropylbenzene 
• 586-62-9 Terpinolene 
• 87129-26-8 2,8-dihydroxy-1,4-cineole 
• 87129-26-8 racemic 2β,8-dihydroxy-1,4-cineole 

Relevant academic research and scientific papers

Selective Asymmetric Dihyroxylation of Polyenes

The asymmetric dihydroxylation procedure (AD) is applied to a variety of polyenes.In many cases excellent regioselectivities are obtained.The observed selectivities are rationalized in terms of electronic and/or steric inherent to the substrate, superimposed on the substrate's favorable or unfavorable interactions with the binding pocket of the AD ligand.Surprisingly, for medium and large ring olefins with trans-double bonds outstanding enantioselectivities are realized using the pyrimidine ligands.A hexaol of D3 symmetry is prepared from all trans cyclodecatriene.

2α,4-Dihydroxy-1,8-cineole. A New Possum Urinary Metabolite

2α,4-Dihydroxy-1,8-cineole (2a) is present in the urine of brushtail possums fed a diet enhanced with 1,8-cineole (1).Chemical syntheses of this novel metabolite (2a) and its 2β-epimer (19a) are described.The n.m.r. spectra of various 1,8- and 1,4-cineoles are reported, and literature assignments for C1 and C4 in the 1,4-cineole series are corrected.

1-Acetyl-4-methyl-3-cyclohexen-1-ol, a useful precursor in the synthesis of cyclic monoterpenes

A synthesis of monocyclic monoterpenes: p-mentha-1,8-dien-4-ol (1), terpinolene (4) and p,α-dimethylstyrene (5) from the titled compound 7, as a common precursor, is reported.

Preparation of 2-exo-Hydroxy-7-oxabicyclo[2.2.1]heptanes

2-exo-Hydroxy-7-oxabicyclo[2.2.1]heptanes are prepared by treating the corresponding cis-epoxycyclohexanol with acid in an inert solvent or by treating a 3-cyclohexen-1-ol which will produce the corresponding cis-epoxy alcohol successively or concurrently with an oxidizing agent and an acid in an inert solvent.

LEWIS ACID CATALYSED PINACOL REARRANGEMENT - A SHORT SYNTHESIS OF KARAHANAENONE

The pinacolic coupling reaction has been effectively used to prepare the unsymmetrical pinacol 2 and this key intermediate underwent a smooth ring enlargement to the monoterpene karahanaenone 3, an odoriferous constituent of Japanese hop and Cypress oil.