Pregled bibliografske jedinice broj: 779067
Allyl, Methallyl, Prenyl and Methylprenyl Ethers as Protected Alcohols: their Selective Cleavage with Diphenyldisulfone under Neutral Conditions
Allyl, Methallyl, Prenyl and Methylprenyl Ethers as Protected Alcohols: their Selective Cleavage with Diphenyldisulfone under Neutral Conditions // Organic letters, 6 (2004), 2693-2696 doi:10.1021/ol049135q (međunarodna recenzija, članak, znanstveni)
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Naslov
Allyl, Methallyl, Prenyl and Methylprenyl Ethers as Protected Alcohols: their Selective Cleavage with Diphenyldisulfone under Neutral Conditions
Autori
Marković, Dean ; Vogel, Pierre
Izvornik
Organic letters (1523-7060) 6
(2004);
2693-2696
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
alkenes; isomerization; organocatalysts
Sažetak
Diphenyldisulfone is a mild and efficient reagent for selective cleavage of methylprenyl (2, 3-dimethylbut-2-en-1-yl), prenyl (3-methylbut-2-en1-yl), and methallyl (2-methylallyl) ethers. These reaction conditions are compatible with the presence of other protecting groups such as acetals, acetates, and allyl, benzyl, and TBDMS ethers. Exposure of 2, 3-dimethylbut-2-en-1-yl and 3-methylbut-2-en1-yl ethers to diphenyldisulfone led to the formation of 2, 3-dimethylbuta-1, 3-diene and isoprene, respectively. 2-Methylallyl ethers undergo isomerization to 2-methylpropenyl ethers, which are easily hydrolyzed into the corresponding free alcohols and isobutyraldehyde.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
- MEDLINE
