Publication detail

Enantioselective alkylation of an alkyne and aldehyde in the preparation of alfaprostol omega chain

Authors: Agostinho Monteiro Sara Eunice | Imramovský Aleš | Pauk Karel | Pavelová Radka | Pavlík Jan

Year: 2018

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Enantioselective alkylation of an alkyne and aldehyde in the preparation of alfaprostol omega chain	A new methodology for the synthesis of alfaprostol omega-chain, a non-halogenated Prostaglandin F2α analogue with luteolytic activity was developed. The formation of a new propargyl alcohol connection with adequate stereoselectivity of the resulting hydroxyl group was tested. Using a Grignard reagent desired intermediate in racemic form was obtained. Further introduction of a stereoselective ligand has been studied. The use of N-methylephedrine as well as BINOL ligand and its derivatives have been studied. While N-methylephedrine failed to influence the stereoselectivity of final molecule, (S)-BINOL has proved to be an adequate ligand for the desired system.

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