32264-57-6

Upstream product

• 21592-93-8 4,4,6,6-Tetramethyl-cyclohexen-⁽²⁾-ol-⁽¹⁾ 
• 1073-13-8 4,4-dimethylcyclohexenone 
• 74-88-4 methyl iodide 
• 13395-73-8 4,4,6-trimethylcyclohex-2-en-1-one 
• 34265-90-2 3,3,5,5-Tetramethylcyclohexene 

Downstream Products

• 13440-76-1 2,2,4,4-tetramethylcyclohexanone 
• 620943-66-0 2-iodo-4,4,6,6-tetramethyl-cyclohex-2-en-1-one 

Relevant academic research and scientific papers

SYNTHESIS OF AVRAINVILLAMIDE, STEPHACIDIN B, AND ANALOGUES THEREOF

The syntheses of the natural products, avrainvillamide and stephacidin B, are provided. The α,β-unsaturated nitrone functionality of avrainvillamide and its 3- alkylidene-3H-indole 1 -oxide core is shown to covalently and reversibly bond to heteroatom-based nucleophiles. This capability may allow these molecules to bind active site nucleophiles and may provide the basis for designing potent and selective enayme inhibitors. Both avrainvillamide and its dimer stephacidin B have been reported to exhibit antiproliferative activity, and avrainvillamide has been reported to exhibit antimicrobial activity against multi-drug resistant bacteria. Avrainvillamide has been found to target cytoskeleton-linking membrane protein (CLIMP-63) thereby preventing cells from undergoing mitosis. The invention provides syntheses of these natural products as well as analogs of these natural products and their functional cores. The compounds of the invention may be used in the treatment of diseases such as cancer, autoimmune diseases, and bacterial infection.

Tetra(2,6-dichlorophenyl)porphyrin - a Superior Sensitiser for the Singlet-Oxygen Ene Reaction (Schenck Reaction)

The very useful singlet-oxygen ene reaction of reluctant alkenes, e.g. 1, 5, 7, 8, and, in particular, the mono(allyl hydroperoxides) 10 and 11, is handicapped by the instability of the sensitiser TPP.A comparative study of TPP, TPFPP, and TDCPP in the singlet-oxygen ene reaction of these alkenes shows that 1) the persistence increases in the order TPP TPFPP TDCPP, rendering TDCPP the sensitiser of choice for the generation of singlet-oxygen in non-polar solvents, 2) the persistence of the tetraarylporphyrins decreases in the presence of an alkene, 3) this decrease strongly depends on the nature of the alkene, being most pronounced in the case of cyclohexene.These results are interpreted in terms of unknown substrate-derived species which induce oxidative destruction of the tetraarylporphyrins.Alternatively, abstraction of allylic hydrogen atoms from the alkenes by the excited sensitisers may give rise to the observed substrate-dependent photobleaching. - Because the singlet-oxygen ene reaction is the key step of a 1,2-carbonyl transposition with concomitant dehydrogenation, the scope and usefulness of this sequence are distictly improved. - Keywords: Singlet-oxygen ene reaction / Allyl hydroperoxides, α,β-unsaturated ketones from / Tetraarylporphyrins as singlet-oxygen sensitisers, persistence of / 1,2-Carbonyl transposition with concomitant dehydrogenation