Stereoselective preparation of key intermediates for the synthesis of iso-, neuro- and phyto-prostane family members: inaugural asymmetric synthesis of 17-E2c-dihomo- and 17-F2c-dihomo-isoprostanes
| Autor: | Hawraz Ibrahim M. Amin, Alessio Porta, Andrea Gandini, Giuseppe Zanoni, Davide Corriero, Ahmed Anwar Amin |
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| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
Three stage 010405 organic chemistry Stereochemistry Organic Chemistry Enantioselective synthesis 010402 general chemistry 01 natural sciences Biochemistry Isoprostanes 0104 chemical sciences Stereocenter Enantiopure drug chemistry Stereoselectivity Physical and Theoretical Chemistry Lactone |
| Zdroj: | Organic & Biomolecular Chemistry. 16:2393-2396 |
| ISSN: | 1477-0539 1477-0520 |
| Popis: | A practical methodology for the synthesis of key intermediates for isoprostane, neuroprostane and dihomo-isoprostane preparation has been described. The key strategy involved a three stage C-12 stereocenter inversion of the configuration of a Corey lactone, commercially available in an enantiopure form. The key intermediate was then used to prepare 17-E2c-dihomo-isoprostane and 17-F2c-dihomo-isoprostane. |
| Databáze: | OpenAIRE |
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