68931-43-1Relevant articles and documents
Metathesis-based synthesis of jasmonate and homojasmonate lactones, candidates for extracellular quorum sensing molecules in Candida albicans
Cho, Su C.,Dussault, Patrick H.,Lisec, Amber D.,Jensen, Ellen C.,Nickerson, Kenneth W.
, p. 193 - 196 (1999)
Ring-closing metathesis of jasmonate esters is shown to provide a rapid entry to jasmonate lactones. The lactones were investigated as possible quorum sensing molecules for the fungi Candida albicans. Assays demonstrated no effect on fungal morphology at concentrations up to 96 μM.
Cationic ruthenium allenylidene complexes as catalysts for ring closing olefin metathesis
Fuerstner, Alois,Liebl, Monika,Lehmann, Christian W.,Picquet, Michel,Kunz, Rainer,Bruneau, Christian,Touchard, Daniel,Dixneuf, Pierre H.
, p. 1847 - 1857 (2007/10/03)
A series of well accessible cationic ruthenium allenylidene complexes of the general type [(η6-arene)(R3P)RuCl(=C=C=CR′2)] + X- is described which constitute a new class of pre-catalysts for ring closing olefin metathesis reactions (RCM) and provide an unprecedented example for the involvement of metal allenylidenes in catalysis. They effect the cyclization of various functionalized dienes and enynes with good to excellent yields and show a great tolerance towards an array of functional groups. Systematic variations of their basic structural motif have provided insights into the essential parameters responsible for catalytic activity which can be enhanced further by addition of Lewis or Bronsted acids, by irradiation with UV light, or by the adequate choice of the "non-coordinating" counterion X-. The latter turned out to play a particularly important role in determining the rate and selectivity of the reaction. A similarly pronounced influence is exerted by remote substituents on the allenylidene residue which indicates that this ligand (or a ligand derived thereof) may remain attached to the metal throughout the catalytic process. X-ray crystal structures of the catalytically active allenylidene complexes 3b · PF6 and 15 · OTf as well as of the chelate complex 10 required for the preparation of the latter catalyst are reported.
Synthesis of Jasmine Ketolactone
Kitahara,Takeshi,Iwamoto, Minoru,Takagi, Yoshikazu,Mori, Kenji,Matsui, Masanao
, p. 1731 - 1734 (2007/10/02)
The synthesis of jasmine ketolactone 3, a minor component of Italian jasmine oil, via the intramolecular Michael reaction is described.
