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Gao, S. et al.: 2016 Science of Synthesis, 2016/4b: Metal-Catalyzed Cyclization Reactions 2 DOI: 10.1055/sos-SD-222-00346
Metal-Catalyzed Cyclization Reactions 2

2.10 Ring-Closing Metathesis

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Buch

Herausgeber: Gao, S.; Ma, S.

Autoren: Bora, U.; Dominguez, G.; Du, H.; Garve, L.; Harmata, M.; Hu, W.; Jones, D. E.; Lee, D.; Li, X.; Mondal, M.; Pérez Castells, J.; Sabbasani, V. R.; Shibata, Y.; Tanaka, K.; Tang, W.; Werz, D. B.; Xia, F.; Xu, X.; Ye, S.

Titel: Metal-Catalyzed Cyclization Reactions 2

Print ISBN: 9783131998118; Online ISBN: 9783132404823; Buch-DOI: 10.1055/b-004-129734

1st edition © 2016 Georg Thieme Verlag KG
Georg Thieme Verlag, Stuttgart

Fachgebiete: Organische Chemie;Chemische Reaktionen, Katalyse;Organometallchemie;Chemische Labormethoden, Stöchiometrie

Science of Synthesis Reference Libraries



Übergeordnete Publikation

Titel: Science of Synthesis

DOI: 10.1055/b-00000101

Reihenherausgeber: Carreira, E. M.; Decicco, C. P.; Fürstner, A.; Koch, G.; Molander, G.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.

Typ: Mehrbändiges Werk

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Abstract

Ring-closing metathesis (RCM) has emerged as a powerful synthetic tool. Depending on the unsaturated functional groups involved, ring-closing-metathesis reactions are classified into three categories: diene ring-closing metathesis, enyne ring-closing metathesis, and diyne ring-closing metathesis. These are mediated/catalyzed by metal alkylidenes or alkylidynes to form cyclic alkenes or alkynes, with ring sizes ranging from small to large, and including both carbocycles and heterocycles. Mechanistically, diene and diyne ring-closing metathesis involves an exchange reaction between the participating alkenes or alkynes, whereas enyne ring-closing metathesis involves a formal addition reaction between an alkene and an alkyne. This chapter summarizes the distinctive features of these different ring-closing metathesis processes in terms of the advancement of mechanistic understanding and the development of effective catalyst systems and their application to natural product synthesis.

Schlüsselwörter

diene metathesis - diyne metathesis - enyne metathesis - ring-closing metathesis - ring rearrangement - ruthenium alkylidenes - metallotropic shift - molybdenum alkylidenes - molybdenum alkylidynes
 
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