Control of Transient Aluminum–Aminals for Masking and Unmasking Reactive Carbonyl Groups
| Autor: | Brannon C. Springer, David A. Colby, Francis J. Barrios |
|---|---|
| Rok vydání: | 2013 |
| Předmět: |
Masking (art)
Aldehydes Nucleophilic addition Molecular Structure Organic Chemistry chemistry.chemical_element Biochemistry Combinatorial chemistry chemistry.chemical_compound chemistry Aluminium Reagent Wittig reaction Organometallic Compounds Aminal Molecule Organic chemistry Indicators and Reagents Physical and Theoretical Chemistry Dimethylamines Aluminum Group 2 organometallic chemistry |
| Zdroj: | Organic Letters. 15:3082-3085 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol401265a |
| Popis: | A new reagent, the dimethylaluminum N,O-dimethylhydroxylamine complex, is effective at masking reactive carbonyl groups in situ from nucleophilic addition. This reagent allows chemoselective addition of reducing reagents, Grignard reagents, organolithiums, Wittig reagents, and enolates into substrates with multiple carbonyl groups. Moreover, the trapped carbonyl group, a stable aminal, can be unmasked in situ for additional synthetic manipulations. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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