54781-27-0

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1193-18-6 3-methylcyclohexen-2-one 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 591-24-2 3-Methylcyclohexanone 

Downstream Products

• 95602-94-1 (+/-)-Hernandulcin 
• 104462-91-1 2-(1-Chlorcyclopropyl)-5-hydroxy-3-methylbenzoesaeure-methylester 
• 104462-90-0 3-(1-Chlorcyclopropyl)-4-methyl-6-oxobicyclo<2.2.2>oct-2-en-2-carbonsaeure-methylester 
• 127579-32-2 (S)-6-((R)-1-Hydroxy-3-iodo-2,2-dimethyl-propyl)-3-methyl-cyclohex-2-enone 
• 127579-32-2 (R)-6-((R)-1-Hydroxy-3-iodo-2,2-dimethyl-propyl)-3-methyl-cyclohex-2-enone 
• 101514-23-2 (+/-)-6-hydroxy-3-methylcyclohex-2-en-1-one 
• 87791-00-2 6-(1-hydroxy-1-methylethyl)-3-methyl-2-cyclohexen-1-one 
• 99188-53-1 6-dimethylaminomethyl-3-methyl-cyclohex-2-enone 

Relevant academic research and scientific papers

A convergent synthesis of the tricyclic architecture of the guanacastepenes featuring a selective ring fragmentation.

[reaction: see text] This Letter describes a concise, diastereoselective synthesis of the tricyclic carbon framework of the guanacastepene family of natural products. An intermolecular Diels-Alder reaction established a remote stereochemical relationship

Pd(0)-catalyzed lactone migration: A facile route to cis-fused hydrobenzofurans

Stereospecific conversion of bicyclo[2.2.2]oct-5-en-2-one derivative 1 to fused lactone 3 via bicyclic lactone 2 by chemo- and regio-selective Baeyer-Villiger oxidation followed by Pd(0)-catalyzed lactone migration was achieved for the efficient construct

Potent Inhibition of Macrophomate Synthase by Reaction Intermediate Analogs

Potent inhibitors for macrophomate synthase, which has recently been found to catalyze a highly unusual five-step chemical transformation, were explored. Among 11 oxalacetate analogs tested, only three analogs had moderate to relatively strong inhibitory activities (I50 1.3-8.1 mM). On the other hand, among 35 bicyclic intermediate analogs synthesized, two diacids were found to be the most potent inhibitors (I50 0.80, 0.84 mM) which had a much higher affinity than that of the natural substrate 2-pyrone. (-)-Enantiomers of the diacids showed 30 times stronger activity (I50 0.34, 0.41 mM) than (+)-ones. The I50/Km values (0.20, 0.24) showed their potent inhibitions. Competitive inhibitions were observed in two representative inhibitors.

A template intermediate 4,5-dimethoxy-ring [2.2.2] octane-2-ol method for the preparation of

The invention relates to a preparation method of 4,5-dimethyl bicyclo[2.2.2] octane-2-alcohol. The preparation method of the 4,5-dimethyl bicyclo[2.2.2] octane-2-alcohol comprises the following steps: 1) carrying out reaction on 3-methyl-2-cyclohexene-1-k

Convergent, enantioselective syntheses of guanacastepenes A and E featuring a selective cyclobutane fragmentation

The evolution of a convergent strategy that led to efficient, enantioselective syntheses of both natural (+)- and unnatural (-)-guanacastepene E and formal total syntheses of (+)- and (-)-guanacastepene A is described. A union of five- and six-membered ri

Radical-Stabilization-Energy - the MMEVBH Force Field

Making use of the VB method of Malrieu et al. a force field has been developed, which allows to calculate heats of formation of hydrocarbons (conjugated and non-conjugated olefins, radicals and diradicals) with high accuracy.With this method radical stabilization energies (RSE) for a great number of delocalized radicals are calculated and compared with experimental values, derived from shock-tube measurements of dissociation energies or from rotational barriers of substituted olefins.A detailed analysis of the RSE with respect to structure, substituents, strain, and aromaticity is presented. - Key Words: Resonance energy / Heats of formation / Single pulse shock tube / Intrisic rotational barrier

DIASTEREOSELECTIVITY IN THE TiCl4-MEDIATED ALDOL REACTION OF CYCLIC DIENYLSILYL ETHERS

Cyclic dienylsilyl ethers derived from α,β-unsaturated ketones undergo TiCl4-catalyzed crossed aldol reactions with aldehydes, giving β'-hydroxy enone systems with good diastereoselectivity in most cases.The direction of stereocontrol (syn versus anti) in

Convergence with Mutual Kinetic Resolution. 1. Studies Defining Methodology for the Taxol C/D Ring Fragment and Synthezis of the A Ring Fragment

4-Exo-tet cyclization gives the alkoxyoxethane of the taxol C/D ring fragment if the tertiary alcohol is protected.Cycloaddition of dichloroketene and 1--2-methylcyclohex-2-ene, a model for the allylic ether 6, succeeds in the presence of DME.The synthesis of the A ring fragment relies on the Diels-Alder reaction of 1-ethoxy-3--2-methyl-1,3-butadiene with ethyl (E)-2-acetoxyacrylate and the axial conjugate addition of a vinyl Normant reagent.

Reactions of Trialkylsilyl Trifluoromethanesulfonates, I. - Synthesis of Trialkylsilyl Enol Ethers

The reactions of the ketones 2,2-bromoketones 6, α,β-unsaturated ketones 8, 1,2-diketones, and aliphatic aldehydes 20 with trialkylsilyl triflates 1 in the presence of triethylamine (4) at room temperature yield the silyl enol ethers 3, 7, 9, 11, and 21.The silylation of the unsymmetrical ketones 12 with 1a/4 runs regioselectively in the thermodynamical sense using 1a/12 in excess and yields the enol ethers 13t.The course of this reaction is discussed briefly.