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Gao, S. et al.: 2016 Science of Synthesis, 2016/4b: Metal-Catalyzed Cyclization Reactions 2 DOI: 10.1055/sos-SD-222-00020
Metal-Catalyzed Cyclization Reactions 2

2.2 Metal-Catalyzed Cyclopropanation

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Book

Editors: Gao, S.; Ma, S.

Authors: 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.

Title: Metal-Catalyzed Cyclization Reactions 2

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

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

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Reference Libraries



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

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

Type: Multivolume Edition

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Abstract

This chapter describes the most important metal-catalyzed methods to generate cyclopropanes, the smallest class of cycloalkanes. In the past fifty years, the use of metals in combination with chiral ligands for diastereo- and enantiodiscrimination in cyclopropane synthesis has been intensively studied. Two main approaches have emerged. Utilizing carbenes in the form of metal–carbene complexes has led to a renaissance of three-membered-rings in organic synthesis. In another approach, metal cations such as gold(I) and platinum(II) interact with alkynes, forming novel cyclopropane motifs. Finally, further metal-catalyzed cyclopropanations are mentioned.

Key words

cyclopropanes - three-membered rings - metal-catalyzed cyclopropanation - asymmetric cyclopropanation - carbenes - metal–carbene complexes - Kulinkovich cyclopropanation - enynes - copper - rhodium - cobalt - iridium - ruthenium - iron - palladium - gold - platinum - titanium - bicyclic molecules
 
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