β-Amino Alcohol Properfumes

Amino‐alcohol derivatives of fragrant, volatile aldehydes and ketones were synthesized in a one‐pot procedure by sequential cyanohydrin formation with trimethylsilyl cyanide and reduction with lithium aluminium hydride, or by ammonolysis of epoxide precursors. The amino alcohols are nonvolatile, sta...

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Veröffentlicht in:Helvetica chimica acta 2003-08, Vol.86 (8), p.2928-2936
Hauptverfasser: Yang, Yongzheng, Wahler, Denis, Reymond, Jean-Louis
Format: Artikel
Sprache:eng
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Zusammenfassung:Amino‐alcohol derivatives of fragrant, volatile aldehydes and ketones were synthesized in a one‐pot procedure by sequential cyanohydrin formation with trimethylsilyl cyanide and reduction with lithium aluminium hydride, or by ammonolysis of epoxide precursors. The amino alcohols are nonvolatile, stable properfumes releasing fragrant carbonyls by oxidation with sodium periodate or sodium bismuthate. Examples include amino alcohol properfumes of citronellal, Lilial®, lauryl aldehyde, menthone, benzaldehyde, and anisaldehyde.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.200390241