The present disclosure provides a method for forming oxygenates from olefins which includes hydroformylation of aldehydes as a formyl source alternative to syngas. In at least one embodiment, a hydroformylation process is performed at low-temperature and at or near ambient pressure for the conversion of olefins into aldehydes, thus reducing the formation of by-products such as via double bond or skeletal isomerization of the feedstock; or via further conversion of the formed aldehydes and alcohols. In at least one embodiment, the use of gaseous olefinic products (e.g., ethylene) instead of strained olefins (e.g., norbornene) improves the control equilibria in transfer hydroformylation reactions.

The present disclosure provides a method for forming oxygenates from olefins which includes hydroformylation of aldehydes as a formyl source alternative to syngas. In at least one embodiment, a hydroformylation process is performed at low-temperature and at or near ambient pressure for the conversion of olefins into aldehydes, thus reducing the formation of by-products such as via double bond or skeletal isomerization of the feedstock; or via further conversion of the formed aldehydes and alcohols. In at least one embodiment, the use of gaseous olefinic products (e.g., ethylene) instead of strained olefins (e.g., norbornene) improves the control equilibria in transfer hydroformylation reactions.

A method for producing an organometallic nucleophile includes reacting an organohalide and a metal or metal compound with each other by a mechanochemical process in the presence of an ether compound in an amount of 0.5 to 10.0 equivalents relative to 1 equivalent of the organohalide. By utilizing the method, a method for producing an organometallic nucleophile can be performed without using a large-scale apparatus, a reaction method for reactions between an organometallic nucleophile and various organic electrophiles can be performed by an efficient and simplified means, and a simplified method for producing an organometallic nucleophile can be performed with high reactivity.

A method for producing an organometallic nucleophile includes reacting an organohalide and a metal or metal compound with each other by a mechanochemical process in the presence of an ether compound in an amount of 0.5 to 10.0 equivalents relative to 1 equivalent of the organohalide. By utilizing the method, a method for producing an organometallic nucleophile can be performed without using a large-scale apparatus, a reaction method for reactions between an organometallic nucleophile and various organic electrophiles can be performed by an efficient and simplified means, and a simplified method for producing an organometallic nucleophile can be performed with high reactivity.

The alpha alkylation of an aldehyde with a polycyclic olefin followed by a ring opening step is presented in order to provide a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof and where in R represents a hydrogen atom or C.sub.1-8 linear alkyl group; R.sup.1, R.sup.2, R.sup.3, and R.sup.4 represent, when taken separately, independently of each other, a hydrogen atom or a C.sub.1-2 linear alkyl group or a C.sub.3-4 linear or branched alkyl group; or R.sup.2 and R.sup.3, when taken together, represent a C.sub.4-10 linear, branched or cyclic alkanediyl group and n is 1 or 2 is presented. ##STR00001##

The alpha alkylation of an aldehyde with a polycyclic olefin followed by a ring opening step is presented in order to provide a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof and where in R represents a hydrogen atom or C.sub.1-8 linear alkyl group; R.sup.1, R.sup.2, R.sup.3, and R.sup.4 represent, when taken separately, independently of each other, a hydrogen atom or a C.sub.1-2 linear alkyl group or a C.sub.3-4 linear or branched alkyl group; or R.sup.2 and R.sup.3, when taken together, represent a C.sub.4-10 linear, branched or cyclic alkanediyl group and n is 1 or 2 is presented. ##STR00001##

The alpha alkylation of an aldehyde with a polycyclic olefin followed by a ring opening step is presented in order to provide a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof and where in R represents a hydrogen atom or C.sub.1-8 linear alkyl group; R.sup.1, R.sup.2, R.sup.3, and R.sup.4 represent, when taken separately, independently of each other, a hydrogen atom or a C.sub.1-2 linear alkyl group or a C.sub.3-4 linear or branched alkyl group; or R.sup.2 and R.sup.3, when taken together, represent a C.sub.4-10 linear, branched or cyclic alkanediyl group and n is 1 or 2 is presented. ##STR00001##

The present invention discloses a compound, Vanillylidenechloroacetone (VCA)—1-Chloro-4-(4′-hydroxy-3′-methoxy-phenyl)-but-3-en-2-one, and the process of preparing the same. The invention also discloses a process for synthesis of Calebin-A from Vanillylidenechloroacetone.

The present invention discloses a compound, Vanillylidenechloroacetone (VCA)—1-Chloro-4-(4′-hydroxy-3′-methoxy-phenyl)-but-3-en-2-one, and the process of preparing the same. The invention also discloses a process for synthesis of Calebin-A from Vanillylidenechloroacetone.

The present invention relates to novel fragrance compounds derived from campholenic aldehyde according to general Formula (II) or from the cyclopropanated campholenic aldehyde according to general Formula (III), or to compositions comprising one or more such fragrance compounds. The invention also relates to methods for preparing these compounds and to particular intermediates which are used in the preparation processes according to the present invention. It also pertains to a method for producing, enhancing or modifying a sandalwood odor in a formulation. The invention also relates to the use of such compounds or fragrance compositions comprising one or more compounds according to the invention as an odorant or for improving the fixation of a fragrance compound or a composition comprising a fragrance compound or for preparing perfumed products. Finally, the invention relates to corresponding perfumed products.