Header menu link for other important links
X
Über die Herstellung von Äther der enantio‐14, 15‐Dinorlabdan‐Reihe aus Eperusäure
A K DEY, H R WOLF
Published in -
1978
Volume: 61
   
Issue: 3
Pages: 1004 - 1010
Abstract
The Conversion of Eperuic Acid into Ethers of the enantio‐14, 15‐Dinorlabdane Series 5 and 6 are strongly odiferous substances of the ambra‐type. Their enantiomers 7 and 8, hitherto unknown, have been synthesized from eperuic acid 4 and their olfactory properties compared with those of 5 and 6. 4 was esterified by CH2N2 and dehydrogenated with (C6H5Se)2/H2O2 to the α,β‐unsaturated ester 9 (61%). Oxidation by KMnO4 in acetone yielded the ketone 3 (60%). Epoxidation followed by treatment with acid converted 3 into the acetals 7 (61%) and 8 (14%). 7 and 8 differ from 5 and 6 in odor intensity, and 6 and 8 show slightly different odor quality. Copyright © 1978 Verlag GmbH & Co. KGaA, Weinheim
About the journal
JournalHelvetica Chimica Acta
Publisher-
ISSN0018-019X