Journal article

Publication year: 2004

Pages: 2591-2600

Journal: Synthetic Communications

Volume number: 34

Issue number: 14

ISSN: 0039-7911

DOI Link: https://doi.org/10.1081/SCC-200025618

Publisher: Taylor 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.

Harvard Citation style: Schueler, 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 Citation style: Schueler, 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