The present invention relates to the field of perfumery. More particularly, it concerns valuable new chemical intermediates for producing perfuming ingredients. Moreover, the present invention comprises also a process for producing compound of formula (I).

##STR00001##

Methods are provided for the synthesis of cannabinoids, including cannabidiol (CBD), cannabinol (CBN), cannabichromene (CBC), cannabidiolic acid (CBDA), cannabigerol (CBG), cannabigerolic acid (CBGA), cannabidivarin (CBDV), cannabidibutol (CBD-C4), dihydrocannabidiol (DCBD), tetrahydrocannabivarin (THCV), analogs thereof, and precursors to the foregoing. One method employs phloroglucinol or a phloroglucinol analog as a starting material. The syntheses are stereospecific, efficient, selective, and cost-effective, with little or no potential for generation of THC ((-)-trans-Δ.sup.9-tetrahydro-cannabinol) or any other psychoactive side product. Telescoped syntheses are also provided, as are new cannabinoids, pharmaceutical formulations, and methods of use.

Methods are provided for the synthesis of cannabinoids, including cannabidiol (CBD), cannabinol (CBN), cannabichromene (CBC), cannabidiolic acid (CBDA), cannabigerol (CBG), cannabigerolic acid (CBGA), cannabidivarin (CBDV), cannabidibutol (CBD-C4), dihydrocannabidiol (DCBD), tetrahydrocannabivarin (THCV), analogs thereof, and precursors to the foregoing. One method employs phloroglucinol or a phloroglucinol analog as a starting material. The syntheses are stereospecific, efficient, selective, and cost-effective, with little or no potential for generation of THC ((-)-trans-Δ.sup.9-tetrahydro-cannabinol) or any other psychoactive side product. Telescoped syntheses are also provided, as are new cannabinoids, pharmaceutical formulations, and methods of use.

A topochemical approach for creating elongated C—C bonds with a bond length of 1.57˜1.70 Å between monomers in the solid state; and topochemically prepared highly crystalline polymers.

A topochemical approach for creating elongated C—C bonds with a bond length of 1.57˜1.70 Å between monomers in the solid state; and topochemically prepared highly crystalline polymers.

The present invention concerns new stable compositions of 1-Z-bromoalk-1-ene compounds of general formula (A). These compositions are characterized in that they also comprise either at least one cyclic ether compound comprising between 4 and 6 carbon atoms, or at least one ether of general formula (B) in which R.sub.1 and R.sub.2 are identical or different and selected from the group consisting of: a linear or branched alkyl group containing 1 to 8 carbon atoms.

The present invention concerns new stable compositions of 1-Z-bromoalk-1-ene compounds of general formula (A). These compositions are characterized in that they also comprise either at least one cyclic ether compound comprising between 4 and 6 carbon atoms, or at least one ether of general formula (B) in which R.sub.1 and R.sub.2 are identical or different and selected from the group consisting of: a linear or branched alkyl group containing 1 to 8 carbon atoms.

The present disclosure relates to new cannabinoid sulfonate esters and processes for their use to prepare cannabinoids. The disclosure also relates to the use of catalysts and catalytic processes for the preparation of cannabinoids from the cannabinoid sulfonate esters.

The present disclosure relates to new cannabinoid sulfonate esters and processes for their use to prepare cannabinoids. The disclosure also relates to the use of catalysts and catalytic processes for the preparation of cannabinoids from the cannabinoid sulfonate esters.

The invention relates to a method of forming an olefin from a first olefin and a second olefin in a metathesis reaction, comprising step (i): (i) reacting the first olefin with the second olefin in the presence of a compound that catalyzes said metathesis reaction such that the molar ratio of said compound to the first or the second olefin is from 1:500 or less, and the conversion of the first or the second olefin to said olefin is at least 50%, characterized in that as compound that catalyzes said metathesis reaction a compound of the following formula is used: ##STR00001## wherein M is Mo or W; R.sup.1 is aryl, heteroaryl, alkyl, or heteroalkyl; optionally substituted; R.sup.2 and R.sup.3 can be the same or different and are hydrogen, alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, or heteroaryl; optionally substituted; R.sup.5 is alkyl, alkoxy, heteroalkyl, aryl, heteroaryl, silylalkyl, silyloxy, optionally substituted; and R.sup.4 is a residue R.sup.6—X—, wherein X═O and R.sup.6 is aryl, optionally substituted; or X═S and R.sup.6 is aryl, optionally substituted; or X═O and R.sup.6 is (R.sup.7, R.sup.8, R.sup.9)Si; wherein R.sup.7, R.sup.8, R.sup.9 are alkyl or phenyl, optionally substituted; or X═O and R.sup.6 is (R.sup.10, R.sup.11, R.sup.12)C, wherein R.sup.10, R.sup.11, R.sup.12 are independently selected from phenyl, alkyl; optionally substituted; and to the catalysts used in the method.