摘要 |
Cycloaliphatic ketones of formula …<IMAGE>… in which the wavy line denotes a C-C bond of cis or trans configuration, are prepared from an enolate of formula …<IMAGE>… in which the wavy line has the meaning shown above and Me defines an alkali metal atom, preferably lithium, or magnesium, by treatment with a proton-donating chiral reactant consisting of a difunctional nitrogen-containing derivative of formula …<IMAGE>… in which… - the asterisk defines a chirality centre;… - the subscript n has the value of zero or 1;… - each of the symbols R<0> and R<1> defines a linear or branched alkyl or aralkyl radical, or one of the two denotes a hydrogen atom and the other an alkyl radical as defined above;… - each of R<2> and R<3> defines a linear or branched alkyl radical, or one of the two denotes a hydrogen atom and the other an alkyl radical as defined above; and… - Z is used to define an OH group or a divalent radical HN-C(O), in which the nitrogen atom is bonded to the carbon atom in position 3 and the carbonyl group is bonded to the nitrogen atom in position 1;… - and in which the nitrogen atom in position 1 may be bonded to a benzyl group of a polystyrene resin;… hydrolysis of the reaction mixture and isomerisation by means of an isomerising agent according to the usual methods. …<??>The cycloaliphatic ketones (I) are also obtained by a process starting with an organomagnesium derivative of formula …<IMAGE>… in which the wavy line has the meaning shown above and X denotes a halogen atom, with at least one equivalent of a lithium alcoholate, via the presumed formation of a mixed 1:1 lithium-magnesium complex. …<??>The ketones (1) are products which have advantageous organoleptic properties and as a result find a use as perfuming and flavouring ingredients. |