Librariesvia Metathesis of Internal Olefins

Abstract

The cross‐metathesis of internal olefins is applied for the combinatorial synthesis of small organic molecules; this reaction is conveniently carried out in neat olefin (oleic‐acid derivatives) and requires only 0.001 equiv. of [Ru(CHPh)Cl2(PCy3)2] as catalyst (Cy = cyclohexyl).

Dynamic Combinatorial Chemistry

“…2 mM in CH 2 Cl 2 with 0.01 equiv of first-generation Grubbs' catalyst, 36 h stirring under argon). 201 Statistical mixtures of all 10 expected alkenes, 20 including (E)/(Z) isomers, were observed. To prove that the reaction is under thermodynamic control, the authors introduced a third alkene to an equilibrated mixture of two compounds.…”

Olefin Metathesis and Beyond

“…They span a wide range of applications including the preparation of ªalkene librariesº by simple scrambling of a set of olefinic substrates [72] and rather sophisiticated studies into biased macrocycle synthesis, [73] just to mention a few typical cases. They span a wide range of applications including the preparation of ªalkene librariesº by simple scrambling of a set of olefinic substrates [72] and rather sophisiticated studies into biased macrocycle synthesis, [73] just to mention a few typical cases.…”

Olefinmetathese und mehr

“…Ein illustratives Beispiel ist die Herstellung eines Oligosaccharids, wobei der erste Zuckerbaustein über eine Doppelbindung an den Träger fixiert wird (Schema 16). [ verschiedener Olefine [72] als auch klug konzipierte Versuche zur Synthese von Makrocyclen unter Nutzung von Strukturelementen, die den an sich schwierigen Ringschluss begünstigen. Auf Grund der räumlichen Trennung der Reaktionspartner ist es möglich, durch Verwendung eines groûen Überschusses an gelöstem Substrat die Reaktion in die gewünschte Richtung zu treiben.…”