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
Solid phase synthesis of α-acylamino-α,α-disubstituted ketones
✍ Scribed by Colin M. Tice; Enrique L. Michelotti; Ernesto G. Mata; Ernesto Nicolàs; Javier Garcia; Fernando Albericio
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 150 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
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 amino acid immobilized through its carboxylate as a Weinreb amide derivative.
📜 SIMILAR VOLUMES
Peptides containing various a,a-disubstituted a-amino acids, such as a-aminoisobutyric acid (Aib), 1-aminocyclopentane-1-carboxylic acid, a-methylphenylalanine, and 3-amino-3,4,5,6-tetrahydro-2Hpyran-3-carboxylic acid have been synthesized from the N-to the C-terminus by the 'azirine/oxazolone metho
## Abstract An α‐alkylation of the 2‐methylcycloalkanones 1 and 4 at the higher substituted carbon can be achieved by thioalkylation of the corresponding zinc enolates with the α‐chlorosulfides 3. The desulfurization can be carried out with either Raney nickel or lithium in diethylamine for compoun