Organic Synthesis Using Transition Metals

Transition metals open up new opportunities for synthesis, because their means of bonding and their reaction mechanisms differ from those of the elements of the s and p blocks. In the last two decades the subject has mushroomed - established reactions are seeing both technical improvements and increasing numbers of applications, and new reactions are being developed. The practicality of the subject is demonstrated by the large number of publications coming from the process development laboratories of pharmaceutical companies, and its importance is underlined by the fact that three Nobel prizes have been awarded for discoveries in this field in the 21st Century already. Organic Synthesis Using Transition Metals, 2nd Edition considers the ways in which transition metals, as catalysts and reagents, can be used in organic synthesis, both for pharmaceutical compounds and for natural products. It concentrates on the bond-forming reactions that set transition metal chemistry apart from "classical" organic chemistry. Each chapter is extensively referenced and provides a convenient point of entry to the research literature. Topics covered include: introduction to transition metals in organic synthesis coupling reactions C-H activation carbonylative coupling reactions alkene and alkyne insertion reactions electrophilic alkene and alkyne complexes reactions of alkyne complexes carbene complexes h3- or p-allyl -allyl complexes diene, dienyl and arene complexes cycloaddition and cycloisomerisation reactions For this second edition the text has been extensively revised and expanded to reflect the significant improvements and advances in the field since the first edition, as well as the large number of new transition metal-catalysed processes that have come to prominence in the last 10 years – for example the extraordinary progress in coupling reactions using “designer” ligands, catalysis using gold complexes, new opportunities arising from metathesis chemistry, and C-H activation – without neglecting the well established chemistry of metals such as palladium. Organic Synthesis Using Transition Metals, 2nd Edition will find a place on the bookshelves of advanced undergraduates and postgraduates working in organic synthesis, catalysis, medicinal chemistry and drug discovery. It is also useful for practising researchers who want to refresh and enhance their knowledge of the field.

Im Laufe der vergangenen 35 Jahre wurden unzahlige Synthesewege entwickelt, bei denen Ubergangsmetallkomplexe entweder als Reagenzien oder als Katalysatoren fungieren. Dieses Buch bietet besonders denjenigen Synthesechemikern interessante und moderne Einblicke, die bisher noch nicht mit den vielfaltigen Moglichkeiten der Organometallchemie mit Ubergangsmetallen vertraut sind. Zu wichtigen ubergangsmetallkatalysierten Reaktionen werden Anwendungsbeispiele diskutiert. (01/00)

The continually growing contribution of transition metal chemistry to synthetic organic chemistry is, of course, widely recognized. Equally well known is the difficulty in keeping up-to-date with the multifarious reactions and procedures that seem to be spawned at an ever-increasing rate. These can certainly be summarized on the basis of reviews under the headings of the individual transition metals. More useful to the bench organic chemist, however, would be the opposite type of concordance based on the structural type of the desired synthetic product. This is the approach taken in the present monograph, which presents for each structural entity a conspectus of the transition metal-mediated processes that can be employed in its production. The resulting comparative survey should be a great help in devising the optimum synthetic approach for a particular goal. It is presented from an essentially practical viewpoint, with detailed direc tions interspersed in the Houben-Weyl style. The wide scope of the volume should certainly encourage synthetic organic chemists to utilize fully the range and versatility of these transition metal-mediated processes. This will certainly be a well-thumbed reference book! R. A. RAPHAEL Cambridge University v Preface In recent years an enormous amount of work has been done on the catalysis of organic reactions by various transition metal species and on the organic reactivity of organo-transition-metal compounds.

This second edition offers easy access to the field of organotransition metal chemistry. The book covers the basics of transition metal chemistry, giving a practical introduction to organotransition reaction mechanisms.

Giovanni Poli, Guillaume Prestat, Frédéric Liron, Claire Kammerer-Pentier: Selectivity in Palladium Catalyzed Allylic Substitution.- Jonatan Kleimark and Per-Ola Norrby: Computational Insights into Palladium-mediated Allylic Substitution Reactions.- Ludovic Milhau, Patrick J. Guiry: Palladium-catalyzed enantioselective allylic substitution.- Wen-Bo Liu, Ji-Bao Xia, Shu-Li You: Iridium-Catalyzed Asymmetric Allylic Substitutions.- Christina Moberg: Molybdenum- and Tungsten-Catalyzed Enantioselective Allylic Substitutions.- Jean-Baptiste Langlois, Alexandre Alexakis: Copper-catalyzed enantioselective allylic substitution.- Jeanne-Marie Begouin, Johannes E. M. N. Klein, Daniel Weickmann, B. Plietker: Allylic Substitutions Catalyzed by Miscellaneous Metals.- Barry M. Trost, Matthew L. Crawley: Enantioselective Allylic Substitutions in Natural Product Synthesis.

Homogeneous catalysis is an important strategy for the synthesis of high-valued chemicals. L. Brandsma has carefully selected and checked the experimental procedures illustrating the catalytic use of copper, nickel, and palladium compounds in organic synthesis. All procedures are on a preparative scale, make economic use of solvents and catalysts, avoid toxic substances and have high yields.

This volume is designed to disseminate practical expertise in this important and demanding area of chemistry to undergraduate and postgraduate students in universities and to researchers working in the chemical industry. The authors have considerable practical and teaching experience in theareas they cover. Topics include transition metal-promoted oxidations, palladium-catalysed carbon-carbon bond formation, ferrocene chemistry, applications of organoiron complexes in organic synthesis, applications of titanocene and zirconocene complexes in organic synthesis and arene chromiumtricarbonyl chemistry.

Although organotransition metal chemistry has been developing rapidly over the past 20 years, it is only recently that applications of transition metal complexes to organic synthesis have started to be exploited. This unique book provides an introduction to organometallic chemistry for chemists who have little or no experience in the field, describes the work that has already been done using organotransition metal complexes for synthesis, and indicates to organic and organometallic chemists the type of synthetic problems that can be solved using organometallic compounds. It covers all major advances that have been made in this rapidly expanding area of chemistry, including not only reactions that already have well established applications for synthesis but also many recently discovered potentially useful reactions, providing a survey of recent literature.