Combined solid phase and solution synthesis of a library of α,α-disubstituted-α-acylaminoketones
✍ Scribed by Javier Garcia; Ernesto Nicolàs; Fernando Albericio; Enrique L. Michelotti; Colin M. Tice
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 134 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Preparation of a demonstration library of a,a-disubstituted-a-acylaminoketones, of interest as ecdysone agonists, is described. The five-step synthetic sequence employed a,a-disubstituted amino acids, Grignard reagents and carboxylic acids as building blocks in a strategic combination of solid phase and solution steps.
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a-Acylamino-a,a-disubstituted ketones are of interest as ecdysone agonists. Solid phase synthesis of prototypical a-acylamino-a,a-disubstituted ketones on two different solid supports is described. In both cases the ketone was formed by reaction of a Grignard reagent with an N-acyl-a,a-disubstituted
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A parallel solution-phase library synthesis of ␣-ketoamides is described. The two-step library synthesis is accomplished using polymerassisted solution-phase (PASP) synthesis techniques. This high-yielding, multi-step sequence utilizes sequestering resins for the removal of reactants, reactant by-pr