Stereodivergent synthesis of 1,4-dicarbonyls by traceless charge–accelerated sulfonium rearrangement
| Autor: | Immo Klose, Nuno Maulide, Dainis Kaldre |
|---|---|
| Jazyk: | angličtina |
| Předmět: |
chemistry.chemical_classification
Multidisciplinary Double bond 010405 organic chemistry Stereochemistry Sulfonium Enantioselective synthesis Charge (physics) 010402 general chemistry 01 natural sciences Carbonyl group 0104 chemical sciences Stereocenter chemistry.chemical_compound chemistry Organic synthesis Chiral induction |
| Zdroj: | Science |
| ISSN: | 1095-9203 0036-8075 |
| DOI: | 10.1126/science.aat5883 |
| Popis: | Four varieties of carbonyl sandwich Compounds with adjacent carbons sandwiched between two carbonyl (C=O) centers turn up frequently in organic chemistry. When these central carbons each have a substituent, there are four possible mutual geometries, all with potentially distinct biochemical properties. Kaldre et al. present a single method to access each stereoisomer individually. The outcome depends on the straightforwardly tunable configuration of a sulfoxide group in a precursor, which guides a rearrangement. The versatility of the method should facilitate selective access to 1,4-dicarbonyl motifs in pharmaceutical research. Science , this issue p. 664 |
| Databáze: | OpenAIRE |
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