The present invention relates to new classes of odorous oximes and their ketone intermediates (odorants) which are useful as fragrance or flavor materials in particular in providing cassis, catty, tropical, green, coniferous, thuya, floral and/or fruity olfactory notes to perfume, aroma or deodorizing/masking compositions.

A method comprising synthesizing a cyclic organic compound (3) via reaction of an substituted alkene (1) with an unsubstituted or substituted acrylic acid (2) in the presence of a sulfonic acid reagent to make the cyclic organic compound (3) R1(II)CC(H)R2 (I)

##STR00001##

A method comprising synthesizing a cyclic organic compound (3) via reaction of an substituted alkene (1) with an unsubstituted or substituted acrylic acid (2) in the presence of a sulfonic acid reagent to make the cyclic organic compound (3) R1(II)CC(H)R2 (I)

##STR00001##

A method comprising synthesizing a cyclic organic compound (3) via reaction of an substituted alkene (1) with an unsubstituted or substituted acrylic acid (2) in the presence of a sulfonic acid reagent to make the cyclic organic compound (3) R1(II)CC(H)R2 (I)

##STR00001##

The present invention relates to processes for the preparation of (R)-1-(5-chloro-[1,1-biphenyl]-2-yl)-2,2,2-trifluoroethanol, 1-(5-chloro-[1,1-biphenyl]-2-yl)-2,2,2-trifluoroethanone, and intermediates thereof, which are useful in the preparation of inhibitors of TPH1 for the treatment of, for example, gastrointestinal, cardiovascular, pulmonary, inflammatory, metabolic, low bone mass diseases, serotonin syndrome, and cancer.

There are provided methods of efficiently producing compounds that are, for example, sex pheromones of San Jose Scale. For example, there is provided a method for producing a 7-methyl-3-methylene-7-octenyl carboxylate compound (4), the method including the steps of: hydrolyzing a 7-methyl-3-methylene-7-octenal acetal compound (1) to obtain 7-methyl-3-methylene-7-octenal (2); reducing the 7-methyl-3-methylene-7-octenal (2) to obtain 7-methyl-3-methylene-7-octenol (3); and esterifying the 7-methyl-3-methylene-7-octenol (3) to obtain a 7-methyl-3-methylene-7-octenyl carboxylate compound (4).

##STR00001##

There are provided methods of efficiently producing compounds that are, for example, sex pheromones of San Jose Scale. For example, there is provided a method for producing a 7-methyl-3-methylene-7-octenyl carboxylate compound (4), the method including the steps of: hydrolyzing a 7-methyl-3-methylene-7-octenal acetal compound (1) to obtain 7-methyl-3-methylene-7-octenal (2); reducing the 7-methyl-3-methylene-7-octenal (2) to obtain 7-methyl-3-methylene-7-octenol (3); and esterifying the 7-methyl-3-methylene-7-octenol (3) to obtain a 7-methyl-3-methylene-7-octenyl carboxylate compound (4).

##STR00001##

Provided herein are methods for preparing ketone-containing organic molecules. The methods are based on novel iron/copper-mediated (Fe/Cu-mediated) coupling reactions. The Fe/Cu-mediated coupling reaction can be used in the preparation of complex molecules, such as halichondrins and analogs thereof. In particular, the Fe/Cu-mediated ketolization reactions described herein are useful in the preparation of intermediates en route to halichondrins.

##STR00001##

The present invention relates to odorous 2- and/or 3-substituted 3-(allyloxy)propenes which are useful as fragrance or flavor ingredients in particular in providing green, fruity, pear and/or waxy olfactory notes. The present invention also relates to novel perfume, aroma or deodorizing/masking compositions comprising said odorants.

A process for isolating .sup.17O from water and a process for concentrating .sup.17O by using the same are provided. The process for isolating .sup.17O from water includes: mixing .sup.17O-containing water with formaldehyde to prepare an aqueous formaldehyde solution; heating the aqueous formaldehyde solution to generate a vapor mixture containing water vapor and formaldehyde vapor; and obtaining .sup.17O-depleted water, residual formaldehyde, and a gas mixture containing hydrogen and .sup.17O-enriched carbon monoxide, through photodissociating the vapor mixture. An .sup.17O-enriched water production process includes: an operation of adding hydrogen to the gas mixture to induce a catalytic methanation reaction to synthesize methane (CH.sub.4) and .sup.17O-enriched water (H.sub.2.sup.17O) through methanation, the operation being carried out following the process for isolating .sup.17O from water.