474022-95-2

Upstream product

• 1629-58-9 4-penten-3-one 
• 51840-50-7 1-(3-methylbut-1-en-1-yl)piperidine 
• 917-54-4 methyllithium 
• 474022-91-8 (1S,4R)-3-benzenesulfonyl-4-isopropylcyclohex-2-enol 
• 474022-94-1 (1S,4R)-3-Benzenesulfonyl-4-isopropyl-2-methyl-cyclohexanol 
• 4417-80-5 3-methyl-2-methylene-butyraldehyde 
• 30414-53-0 methyl propanoyl acetate 
• 63028-18-2 2-methyl-4-isopropylcyclohex-3-en-1-one 

Relevant academic research and scientific papers

Use of defined cyclohexenones as agents for the superadditive enhancement of an olfactory impression and fragrance and/or flavor material composition

A compound of Formula (I) or of a mixture comprising two, three, four, five, six or a plurality of different compounds of Formula (I) for the superadditive enhancement of an olfactory impression. The invention also relates to novel fragrance and/or flavor material compositions which, in addition to a compound of Formula (I) or a mixture thereof, further contains one, two, three or a plurality of further fragrance and/or flavor materials, the fragrance and/or flavor material or the further fragrance and/or flavor materials not being compound of Formula (I).

Regioselective and Stereospecific Copper-Catalyzed Deoxygenation of Epoxides to Alkenes

Two copper salts (Cu(CF3CO2)2 and IMesCuCl) were identified as earth-abundant, inexpensive, but effective metal catalysts together with diazo malonate for chemo-/regioselective and stereospecific deoxygenation of various epoxides with tolerance of common functional groups (alkene, ketone, ester, p-methoxybenzyl, benzyl, tert-butyldimethylsilyl, and triisopropylsilyl). In particular, the unprecedented regioselectivity allowed for the first time monodeoxygenation of diepoxides to alkenyl epoxides. Density functional theory mechanistic studies showed that the deoxygenation occurred by collapsing the free ylide, unfavoring the possible intuitive pathway via cycloreversion of possible oxetane.

Chemical synthons and intermediates

The invention provides novel six and seven-carbon termini-differentiated polypropionate stereotetrads and stereopentads useful in syntheses of natural products. The invention also provides a novel alkylative sulfenylation-desulfonylation process that efficiently transforms enantiopure epoxyvinyl sulfones to syn and anti dienylsulfides in two operations.

Syntheses of highly substituted enantiopure C6 and C7 enones

Enantiopure epoxyvinyl sulfones SS-9a, SS-9b, produced from Jacobsen epoxidation of 2-phenylsulfonyl 1,3-cyclohexa- and cycloheptadiene, are used as a template for the construction of substituted cycloalkenones and as chiral synthetic equivalents of enone

M-Menthenone and process for its production

A m-Menthenone, 2-Methyl-4-siopropylcyclohex-3-en-1-one, (MICO) which possesses a cooling fragrance, is described. This compound or any one of a family of alkyl substituted analogs may be synthesized by a Lewis acid catalyzed rearrangement of 2,3-epoxycar