Journalartikel

Synthesis of alpha-hydroxy ketones from terpene aldehydes


AutorenlisteSchueler, M; Zorn, H; Slawin, AMZ; Berger, RG

Jahr der Veröffentlichung2004

Seiten2591-2600

ZeitschriftSynthetic Communications

Bandnummer34

Heftnummer14

ISSN0039-7911

DOI Linkhttps://doi.org/10.1081/SCC-200025618

VerlagTaylor and Francis Group


Abstract
Unsymmetrically substituted alpha-hydroxy ketones possessing isoprenoid units within the molecule were synthesised from commercially available terpene aldehydes. The synthesis was applicable to alpha,beta-unsaturated aldehydes and afforded the respective a-hydroxy-methyl ketones in overall good yield. Tautomerisation of these products did not occur under the conditions of reaction but was observed upon heating. Diastereoisomeric alpha-hydroxy ketones have been resolved, and X-ray analysis on one of these analogues allowed for the elucidation of the stereochemistry after conversion into its camphanate ester.



Autoren/Herausgeber




Zitierstile

Harvard-ZitierstilSchueler, M., Zorn, H., Slawin, A. and Berger, R. (2004) Synthesis of alpha-hydroxy ketones from terpene aldehydes, Synthetic Communications, 34(14), pp. 2591-2600. https://doi.org/10.1081/SCC-200025618

APA-ZitierstilSchueler, M., Zorn, H., Slawin, A., & Berger, R. (2004). Synthesis of alpha-hydroxy ketones from terpene aldehydes. Synthetic Communications. 34(14), 2591-2600. https://doi.org/10.1081/SCC-200025618


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