Asymmetric friedel-crafts alkylations catalyzed by bifunctional cinchona alkaloids
US8791262B2 · kind B2 · utility
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20Claims
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Key dates
| Filing date | Dec 1, 2006 |
| Grant date | Jul 29, 2014 |
| Priority date | — |
| Expiry date | Jun 20, 2030 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D209/18
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
In certain embodiments, the present invention relates to methods for asymmetric Friedel-Crafts alkylation catalyzed by bifunctional cinchona alkaloids. In certain embodiments, the catalyst is a 6′-OH cinchona alkaloid. In certain embodiments, the electrophile is an α-ketoester or aldehyde. In certain embodiments, the nucleophile is an aromatic heterocycle. In certain embodiments, the nucleophile is an aromatic N-containing heterocycle. In certain embodiments, the nucleophile is an indole. In certain embodiments, the methods of the invention are relatively insensitive to concentration, temperature, air and moisture.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.