Process Involving Cross Metathesis of Olefins
AssigneeGivaudan SA
InventorsPaul Nicholas DAVEY, Martin Alan LOVCHIK, Andreas GOEKE, Krisztian LORINCZ, Florian TOTH, Levente ONDI
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Abstract
A method of forming a macrocyclic musk compound comprising the steps of: — i) cross-metathesizing a first olefin and a second olefin in the presence of a homogeneous transition metal catalyst comprising an alkylidene ligand, to form a statistical mixture of a hetero-dimer intermediate of said first and second terminal olefin, and homo-dimers ii) separating the hetero-dimer from the statistical mixture of hetero- and homo-dimers iii) and cyclizing the hetero-dimer intermediate to form the macrocyclic musk compound.
Claims28
A method of forming a macrocyclic musk compound comprising the steps of:
- —
- i) cross-metathesizing a first olefin and a second olefin in the presence of a homogeneous transition metal catalyst comprising an alkylidene ligand, to form a statistical mixture of a hetero-dimer intermediate of said first and second terminal olefin, and homo-dimers
- ii) separating the hetero-dimer from the statistical mixture of hetero- and homo-dimers
- iii) and cyclizing the hetero-dimer intermediate to form the macrocyclic musk compound.
The hetero-dimer of the formula:
- wherein:
- OR2 is a protected hydroxyl group, selected from:
- an alkyl ether group;
- an ester group;
- a silyl ether group;
- or a carbonate group;
- R3 is H or methyl;
- n is an integer from 1-8;
- and,
- R7 is a branched or non-branched alkyl moiety containing 1 to 5 carbon atoms
Dependencies are inferred from the claim text.