An inexpensive, stereoselective synthesis for nootkatone, tetrahydronootkatone, and their derivatives is disclosed utilizing ozonolysis. The starting materials used in the synthesis are inexpensive and the reactions are commercially feasible and amenable to scaling up. The principal starting material, ()--Pinene, is on the GRAS list (generally recognized as safe).

An inexpensive, stereoselective synthesis for nootkatone, tetrahydronootkatone, and their derivatives is disclosed utilizing ozonolysis. The starting materials used in the synthesis are inexpensive and the reactions are commercially feasible and amenable to scaling up. The principal starting material, ()--Pinene, is on the GRAS list (generally recognized as safe).

The present invention relates to a new process for the synthesis of 17-hydroxy-des-A-androst-9,10-en-5-one, the compound of the following formula (1), which can be used as an intermediate in the synthesis of retroprogesterones.

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The present invention relates to a new process for the synthesis of 17-hydroxy-des-A-androst-9,10-en-5-one, the compound of the following formula (1), which can be used as an intermediate in the synthesis of retroprogesterones.

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Provided herein are methods for producing ,-unsaturated ketones from the condensation of methyl ketones in the presence of an amine catalyst. Such amine catalysts may be supported, for example, on a silica-alumina support. Such amine catalysts may be used in the presence of an additional acid. The ,-unsaturated ketones may be produced by dimerization and/or timerization of the methyl ketones. Such ,-unsaturated ketones may be suitable for use in producing fuels, gasoline additives, and/or lubricants, or precursors thereof. The methyl ketones may be obtained from renewable sources, such as by the fermentation of biomass.

Provided herein are methods for producing ,-unsaturated ketones from the condensation of methyl ketones in the presence of an amine catalyst. Such amine catalysts may be supported, for example, on a silica-alumina support. Such amine catalysts may be used in the presence of an additional acid. The ,-unsaturated ketones may be produced by dimerization and/or timerization of the methyl ketones. Such ,-unsaturated ketones may be suitable for use in producing fuels, gasoline additives, and/or lubricants, or precursors thereof. The methyl ketones may be obtained from renewable sources, such as by the fermentation of biomass.

Provided herein are methods for producing ,-unsaturated ketones from the condensation of methyl ketones in the presence of an amine catalyst. Such amine catalysts may be supported, for example, on a silica-alumina support. Such amine catalysts may be used in the presence of an additional acid. The ,-unsaturated ketones may be produced by dimerization and/or timerization of the methyl ketones. Such ,-unsaturated ketones may be suitable for use in producing fuels, gasoline additives, and/or lubricants, or precursors thereof. The methyl ketones may be obtained from renewable sources, such as by the fermentation of biomass.

The production of 2-propylheptanol described here is effected via Rh-catalyzed hydroformylation of C.sub.4-olefin to afford C.sub.5-aldehyde, aldol condensation to afford the C.sub.10-aldehyde and hydrogenation to afford the C.sub.10-alcohol. The emphasis is on the hydroformylation and the ligand employed therein. The problem addressed by the invention is that of reducing the costs of 2PH production. This problem is solved when a cheaper catalyst system which simultaneously achieves a better regioselectivity is employed in the hydroformylation. This catalyst system contains rhodium as the central atom and is complexed with the ligand (1):

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The production of 2-propylheptanol described here is effected via Rh-catalyzed hydroformylation of C.sub.4-olefin to afford C.sub.5-aldehyde, aldol condensation to afford the C.sub.10-aldehyde and hydrogenation to afford the C.sub.10-alcohol. The emphasis is on the hydroformylation and the ligand employed therein. The problem addressed by the invention is that of reducing the costs of 2PH production. This problem is solved when a cheaper catalyst system which simultaneously achieves a better regioselectivity is employed in the hydroformylation. This catalyst system contains rhodium as the central atom and is complexed with the ligand (1):

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The regio-selective functionalization of a dialkyl benzene compound

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wherein the ratio of the compound functionalized at position (a) to the compound functionalized at the position (b) is at least 70:30, more particularly at least 80:20, still more particularly at least 85:15, and still more particularly at least 90:10, characterised in that the substituent R is an isobutyl group.