Organic compounds
AssigneesGivaudan SA, Amyris, Inc.
InventorsFridtjof SCHRÖDER, Fabian RUETHI
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Abstract
A process of converting a carbon-carbon multiple bond to a cyclopropane ring, comprising the addition of a N-alkyl-N-nitroso compound to a mixture of alkene precursor, aqueous base and Pd(II)-catalyst, with the N-alkyl-N-nitroso compound obtained directly from an alkyl amine derivative, NaNO2 and an acid via phase separation of the N-alkyl-N-nitroso compound from the aqueous phase.
Claims28
A process of ring formation across a carbon-carbon multiple bond, the process comprising reacting a N-methyl-N-nitroso compound with a substrate bearing a carbon-carbon multiple bond, wherein the N-methyl-N-nitroso compound has been generated in-situ, and the generated N-methyl-N-nitroso compound is reacted with the substrate via in-situ-generated diazomethane, without being first isolated.
A process of converting a carbon-carbon double bond to a cyclopropane ring comprising:
- I) synthesis of a N-methyl-N-nitroso compound in liquid phase,
- II) separation of an organic N-methyl-N-nitroso compound-containing liquid phase from an aqueous phase, and
- III) transferring the N-methyl-N-nitroso compound in the organic liquid phase into a mixture comprising an alkene substrate, thereby to cyclopropanate the alkene substrate.
Dependencies are inferred from the claim text.