Process for the stereoselective reduction of &agr;,&bgr;-unsaturated ketones
US6482959B1 · kind B1 · utility
Assignee
Inventors
Key dates
| Filing date | Jun 27, 2000 |
| Grant date | Nov 19, 2002 |
| Priority date | — |
| Expiry date | Jun 27, 2020 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D307/83
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for the preparation of &agr;,&bgr;-unsaturated alcohols of general formula (I), whereinR means an alkyl group of 1-4 carbon atoms, or benzoyloxy group optionally substituted with a phenyl group;R1 means a hydrogen atom or an alkyl group of 1-4 carbon atoms,R2 means a hydrogen atom or an alkyl group of 1-4 carbon atoms;R3 means an alkyl group of 1-6 carbon atoms optionally substituted by phenyl group or cycloalkyl group of 5-7 carbon atoms; or a phenoxy group optionally substituted by a halogen atom, or a cycloalkyl group of 5-7 carbon atoms;R4 means a hydrogen atom or a halogen atomwhereby at &agr;,&bgr;-unsaturated ketones of general formula (II) wherein the meanings of R, R1, R2, R3, and R4 are as given above—is diastereoselectively reduced with a borohydride type compound in an aprotic solvent, in the presence of an inorganic substance dissolublein the reaction mixture and having particle size from 0.01 micrometer to 10000 micrometer and optionally from the resulting mixture of epimeric &agr;,&bgr;-unsaturated alcohols of general formula (I) and (III) meanings of R, R1, R2, R3, and R4 are as given above—the &agr;,&bgr;-unsaturated alcohol of general formula…
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