K. J. Ivin
Jul 13, 1998
Citations
0
Influential Citations
90
Citations
Quality indicators
Journal
Journal of Molecular Catalysis A-chemical
Abstract
Abstract A review is given of a selection of papers published in the past year in this rapidly expanding field. Such papers may be divided into four groups: (i) those in which ring-closing metathesis (RCM) has been used as a key step in the total synthesis of a natural product: ( R )-(+)-lasiodiplodin, dactylol, (−)-stemoamide, and epothilone A; (ii) those in which RCM has been used to make a sub-unit of a natural product: the marine toxins brevetoxin B, brevetoxin A, and maitotoxin; (iii) those in which RCM has been used to make compounds of known biological activity: fluvirucin B 1 (Sch 38516); (iv) those in which metathesis reactions have been used to make compounds of potential synthetic importance: crown ethers, aza sugars (polyhydroxylated pyrrolidines), β -lactams, chromenes, and aminoacids. The catalysts used have been one of the following four metal carbene complexes: the Schrock catalyst Mo(CHCMe 2 Ph)(NC 6 H 3 -2,6- i -Pr 2 )[OCMe(CF 3 ) 2 ] 2 ; the Grubbs catalysts Ru(CHCHCPh 2 )Cl 2 (PCy 3 ) 2 and Ru(CHPh)Cl 2 (PCy 3 ) 2 , where Cy=cyclohexyl; and the Tebbe reagent which behaves as Ti(CH 2 )Cp 2 , where Cp=cyclopentadienyl. In this paper these are denoted by Mo-1, Ru-1, Ru-2, and Ti-1, respectively. Ti-1 is especially useful for effecting RCM by the carbonyl–olefination reaction, while the RCM of enynes, catalyzed by Ru-2, is another valuable metathesis reaction.