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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Methods of producing a 2,4-dienal acetal compound and a 2,4-dienal compound useful as synthesis intermediates of a sex pheromone compound having a conjugated diene structure or a conjugated triene structure. More specifically, a method produces a 2,4-dienal acetal compound of Formula (2): R.sup.1CHCHCHCHCH(OR.sup.2)(OR.sup.3), including a step of subjecting a 2-enal acetal compound having a leaving group X at position C5 and being expressed by Formula (1): R.sup.1CHXCH.sub.2CHCHCH(OR.sup.2)(OR.sup.3) to an elimination reaction in the presence of a base to obtain the 2,4-dienal acetal compound (2); and a method for producing a 2,4-dienal compound of Formula (3): R.sup.1CHCHCHCHCHO, further including a step of deprotecting the 2,4-dienal acetal compound (2) to obtain the 2,4-dienal compound (3).

The present invention relates to a process for providing substituted phenyl ketones. Furthermore, the invention relates to the use of substituted phenoxyphenyl ketones obtained by the inventive process for the preparation of triazoles.

The present invention relates to a process for providing substituted phenyl ketones. Furthermore, the invention relates to the use of substituted phenoxyphenyl ketones obtained by the inventive process for the preparation of triazoles.

Methods of producing a 2,4-dienal acetal compound and a 2,4-dienal compound useful as synthesis intermediates of a sex pheromone compound having a conjugated diene structure or a conjugated triene structure. More specifically, a method produces a 2,4-dienal acetal compound of Formula (2): R.sup.1CHCHCHCHCH(OR.sup.2)(OR.sup.3), including a step of subjecting a 2-enal acetal compound having a leaving group X at position C5 and being expressed by Formula (1): R.sup.1CHXCH.sub.2CHCHCH(OR.sup.2)(OR.sup.3) to an elimination reaction in the presence of a base to obtain the 2,4-dienal acetal compound (2); and a method for producing a 2,4-dienal compound of Formula (3): R.sup.1CHCHCHCHCHO, further including a step of deprotecting the 2,4-dienal acetal compound (2) to obtain the 2,4-dienal compound (3).

The present invention relates to a process for providing substituted phenyl ketones. Furthermore, the invention relates to the use of substituted phenoxyphenyl ketones obtained by the inventive process for the preparation of triazoles.

The present invention relates to a process for providing substituted phenyl ketones. Furthermore, the invention relates to the use of substituted phenoxyphenyl ketones obtained by the inventive process for the preparation of triazoles.

The invention relates to a process for the preparation of a compound of formula I comprising a) reacting a compound of formula II in the presence of magnesium or an organometallic reagent of formula III R.sub.1M.sup.2X (III), wherein R.sub.1 is C.sub.I-C.sub.4alkyl; M.sup.2 is Li or Mg and X is halogen or absent; with a compound of formula IV CF.sub.3C(O)R.sub.2 (IV), wherein R.sub.2 is halogen, hydroxyl, C.sub.I-C.sub.4alkoxy, (di-C.sub.I-C.sub.4alkyl)amino, OC(O)CF.sub.3, phenoxy or OM.sup.1; wherein M.sup.1 is Lithium, Magnesium, Sodium or Potassium; to a compound of formula V, and b) reacting the compound of formula V with alkali metal fluoride in the presence of catalytic amounts of a phase transfer catalyst in the presence of a polar solvent to the compound of formula I. ##STR00001##

The coupling of aryl, heteroaryl, and vinyl halides with ,-difluoroketones or silyl ethers or siylenol ethers of ,-difluoroketones and ,-difluoroamides and esters are described. Further derivatization of the coupling products (such as ketone cleavage and Baeyer-Villiger oxidation) is also described.

The present invention relates to the field of perfumery and concerns the use as perfuming ingredient of ketones of formula wherein n represents 0, 1 or 2, m represents 0, 1 or 2, the dotted lines represent only single bonds or one double bond and two single bonds, R.sup.1 represents a hydrogen atom or a methyl or ethyl group, said R.sup.1 group being located at any of the position of the cyclic moiety, R.sup.2 represents a C.sub.1-C.sub.3 O-alkyl or O-alkenyl group or a substituted or unsubstituted ethylene or cyclopropyl group. Said compounds are useful to impart a clean and natural fruity, pineapple odor type. The present invention concerns also the compositions or articles containing said compounds (I) as well as some of said compounds (I). ##STR00001##