By Alois Fuerstner
The great growth in olefin metathesis accomplished over the last decade can rarely be overvalued. a result of improvement of a brand new new release of good outlined and high-performance organometallic catalysts, this response is speedily evolving into the most flexible instruments for complex natural chemistry, average product synthesis, positive chemical creation and polymer sciences. Written by way of the various prime specialists during this box, this monograph intends to familiarize the reader with the main fascinating advancements and frontiers during this flourishing box of chemistry examine.
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Extra info for Alkene Metathesis in Organic Synthesis (Topics in Organometallic Chemistry) (Vol 1)
63 64 64 66 66 . . . . 66 References . . . . . . . . . . . . . . . . . 70 1 Introduction The metathesis activity of various simple ruthenium compounds has already been discerned during early studies on the ring opening metathesis polymerization (ROMP) of norbornene and other cycloalkene substrates [1, 2]. A real breakthrough, however, was achieved when Grubbs et al. reported in the early 1990s that ruthenium-carbene complexes of the general type 1 are highly active single component (pre)catalysts for any kind of oleﬁn metathesis reaction (Fig.
The fact that 1 and 2 show a very similar correlation of their catalytic activity with the nature of the phosphine ligand [PCy3>P(i-Pr)3>>PPh3] corroborates this assumption . The direct comparison of 1 and 2 in a variety of RCM reactions also indicates a presumably close relationship between these catalysts (Table 1) . Both of them give ready access to cycloalkenes of almost any ring size ≥ 5, including medium sized and macrocyclic products. Only in the case of the 10-membered jasmine ketolactone 16 was the yield obtained with 2a lower than that with 1c; this result may be due to a somewhat shorter lifetime of the cationic species in solution.
Metathesis Reactions in Solid Phase Synthesis . . . 46 51 51 58 59 4 Oleﬁn Metathesis in Supercritical Carbon Dioxide . . . . . 59 . . . . . . . . . . . . . . . . . . . . . . . . . . . . 38 A. Fürstner 5 Selected Applications of RCM to Target Oriented Synthesis . . . 6 Carbocyclic Nucleosides . . . . . . . . . . Manzamine A . . . . . . . . . . . . . Epothilone A . . . . . . . . . . . . . (+)-Lasiodiplodin . . . . . . .
Alkene Metathesis in Organic Synthesis (Topics in Organometallic Chemistry) (Vol 1) by Alois Fuerstner