Trimethyl decalone

Shing, T. K. M., Lee, C. M., Lo, H. Y. Synthesis of the CD ring in taxol from (S)-(+)-carvone. Tetrahedron Lett. 2001,42, 8361-8363. Marchand, A. P., Kumar, V. S., Hariprakasha, H. K. Synthesis of novel cage oxaheterocycles. J. Org. Chem. 2001,66, 2072-2077. Demnitz, F. W. J., Philippini, C., Raphael, R. A. Unexpected Rearrangement in the Peroxytrifluoroacetic Acid-Mediated Baeyer-Villiger Oxidation of trans-3p-Hydroxy-4,4,10p-trimethyl-9-decalone Forming a 7-Oxabicyclo[2.2.1]heptane. Structure Proof and Total Synthesis of ( )-Farnesiferol-C. J. Org. Chem. 1995, 60, 5114-5120. 

Trimethylamine, 87 Trimethylamine oxide, 114, 309-310 Tiimethyl borate, 296, 310 Trimethylchlorosilane, 310-312, 316 1,1,1O-Trimethyl-rrans-2-decalone, 179 Trimethylenemethane, 101 Trimethylironlithium, 312-313 Trimethylmanganeselithium, 112 Trimethylolpropane, 144 Trimethyl orthoformate, 103, 313... 

The sequence is equally useful for alkylation at a position which already carries an alkyl group. In this case formation of the simple reduction product (such as 3, above) becomes a serious matter. However, if the liquid ammonia is replaced before alkylation by THF, the desired alkylation occurs in reasonable yield. Thus l,IO-dimethyl-A,<9)-2-octalone (7) was alkylated under these conditions to the desired l,l,10-trimethyl-/rans-2-decalone (8) in satisfactory yield. 

Let us now discuss some applications of microemulsions in catalytic processes. It has been shown in [298] that the use of microemulsions instead of organic solvents for electrochemical reactions is advantageous from both economical and ecological reasons. The electrode/fluid interface in microemulsions probably consists of a dynamic layer of surfactant molecules packed more loosely on the electrode than in aqueous solutions. Microemulsions provide good yields of carbon-carbon addition products in reactions catalysed by cobalt complexes when preparing vitamin B 2. Excellent stereo-selective control in microemulsions made with the cationic surfactant cetyl trimethyl ammonium bromide was demonstrated for the catalytic cyclisation of 2-(4-bromobutyl)-2-cycIohexene-l-one to 1-decalone. Electrochemical synthesis may be a viable future approach to environmentally friendly chemical methods. 

Ethylenedioxy-5,5,9 trimethyl-2-hydroxymethylene-frari5-l-decalone in dry acetone treated with anhydrous powdered K-carbonate and isopropyl iodide, then refluxed 6,6-ethylenedioxy-5,5,9-trimethyl-2-isopropoxymethylene-frans-1-decalone. Y 87%. R. F. Ghurch, R. E. Ireland, and J. A. Marshall, J. Org. Ghein. 27, 1118 (1962). 

A soln. of 2-n-butylthiomethylene-5,5,9-trimethyl-fra775-l-decalone in methanol reduced with a soln. of NaBH4 in aq. 0.25 N NaOH, and the crude product... 

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