Alkene Metathesis in Organic Synthesis (Topics in by Alois Fuerstner

By Alois Fuerstner

The large growth in olefin metathesis completed over the past decade can not often be overvalued. as a result of improvement of a brand new new release of good outlined and high-performance organometallic catalysts, this response is swiftly evolving into the most flexible instruments for complicated natural chemistry, average product synthesis, fantastic chemical construction and polymer sciences. Written through a few of the top 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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6 . . . . . . . . . . . . . . . . . . 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.

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33 [209]. Other examples are shown in Eqs. 34 [210] and 35 [211]. , Eq. 36 [212, 213]). O O MoF6 N N N N O (33) O BnO OBn MoF6 O (34) 77% N N CF3 O O O n MoF6 CF3 n N N O O n = 1, 2, 3 n = 1 (84%), 2 (53%), 3 (12%) (35) 27 Olefin Metathesis by Well-Defined Complexes of Molybdenum and Tungsten O O R N MoF6 N (36) -RCH=CH2 Tungsten aryloxo complexes have been shown to catalyze the intramolecular metathesis reactions of di- and tri-substituted ω-unsaturated glucose and glucosamine derivatives to yield bicyclic carbohydrate-based compounds containing 12- and 14-membered rings [108, 214, 215].

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