Simplified isolation procedure and interconversion of the diastereomers of nepetalactone and nepetalactol
2005 (English)In: Journal of natural products (Print), ISSN 0163-3864, E-ISSN 1520-6025, Vol. 68, no 6, 886-890 p.Article in journal (Refereed) Published
Three nepetalactones were isolated from Nepeta racemosa (mussinii) by traditional methods. An improved method was developed to isolate nepetalactones from N. faassenii. An epimerization procedure was used to prepare the fourth 7S-nepetalactone diastereomer. The cis-fused nepetalactols were prepared by reduction of the corresponding nepetalactones, while the trans-fused nepetalactols were unstable and found to undergo ring-opening reactions yielding iridodials. The characterizations and structural assignments by means of NMR agree with quantum chemical density functional calculations.
Place, publisher, year, edition, pages
2005. Vol. 68, no 6, 886-890 p.
APHID SEX-PHEROMONE, IDENTIFICATION, DENSITY, STEREOCHEMISTRY, EXCHANGE, CATARIA
IdentifiersURN: urn:nbn:se:kth:diva-37816DOI: 10.1021/np049647dISI: 000230153900012ScopusID: 2-s2.0-22544463923OAI: oai:DiVA.org:kth-37816DiVA: diva2:435278
QC 201108172011-08-172011-08-172011-08-17Bibliographically approved