Organic Reactions Volume 73

Allylic boron compounds have gained a prominent position as a truly practical class of synthetic reagents in the past twenty-five years. Their main application as a method for the stereoselective synthesis of homoallylic alcohols by allyl-transfer to carbonyl compounds is essentially unmatched. In this process, a new carbon-carbon bond is formed, and up to two new stereogenic centers are created in a predictably controlled manner. Highly effective and general enantioselective variants are available, with countless applications in the total syntheses of polyacetate and polypropionate natural products. Furthermore, the residual allylic unit can be manipulated through a number of different transformations such as oxidative cleavage, olefin metathesis, hydrometalations, and many others. The discovery of Lewis and Brønsted acid catalyzed manifolds recently, has opened new doors for further development of this important reaction. This book provides an up-to-date, comprehensive survey of the literature of this rich chemistry as it pertains to organic synthesis. Consistent with the goal of Organic Reactions, the content and presentation emphasize the preparative aspects of the reactions, giving considerable attention to the scope and limitations of the individual transformations along with detailed experimental procedures. A tabular survey of all examples of carbonyl allylboration used in organic synthesis is presented in nine tables organized by type of allylic boron reagent with listings within each table according to increasing carbon number of the carbonyl substrates. The literature is covered through December 2010, including a new listing of nearly 200 literature citations that supplement the original coverage of 834 references used in the earlier hard cover version of the chapter. Allylboration of Carbonyl Compounds is intended to be a useful, easily read reference book for all practitioners of synthetic organic chemistry working in academic and industrial laboratories.

Allylic boron compounds have gained a prominent position as a truly practical class of synthetic reagents in the past twenty-five years. Their main application as a method for the stereoselective synthesis of homoallylic alcohols by allyl-transfer to carbonyl compounds is essentially unmatched. In this process, a new carbon-carbon bond is formed, and up to two new stereogenic centers are created in a predictably controlled manner. Highly effective and general enantioselective variants are available, with countless applications in the total syntheses of polyacetate and polypropionate natural products. Furthermore, the residual allylic unit can be manipulated through a number of different transformations such as oxidative cleavage, olefin metathesis, hydrometalations, and many others. The discovery of Lewis and Brønsted acid catalyzed manifolds recently, has opened new doors for further development of this important reaction. This book provides an up-to-date, comprehensive survey of the literature of this rich chemistry as it pertains to organic synthesis. Consistent with the goal of Organic Reactions, the content and presentation emphasize the preparative aspects of the reactions, giving considerable attention to the scope and limitations of the individual transformations along with detailed experimental procedures. A tabular survey of all examples of carbonyl allylboration used in organic synthesis is presented in nine tables organized by type of allylic boron reagent with listings within each table according to increasing carbon number of the carbonyl substrates. The literature is covered through December 2010, including a new listing of nearly 200 literature citations that supplement the original coverage of 834 references used in the earlier hard cover version of the chapter. Allylboration of Carbonyl Compounds is intended to be a useful, easily read reference book for all practitioners of synthetic organic chemistry working in academic and industrial laboratories.

Organic Reactions is a collection of chapters, each devoted to a single reaction or a definitive phase of a reaction of wide applicability, with particular attention given to limitations, interfering influences, effects of structure, and the selection of experimental techniques. Volume 70 includes two chapters, the first takes a look at the Catalytic Asymmetric Strecker Reaction, the second at the Synthesis of Phenols and Quinones via Fischer Carbene Complexes. Includes tables that contain all possible examples of the reactions under consideration Each reaction is fully referenced to the primary literature

Volume 88 represents the tenth single-chapter-volume produced in our 73-year history. Such single-chapter volumes represent definitive treatises on extremely important chemical transformations. The success of the research efforts over the past 20 years forms the basis for the single chapter in this volume namely, Hydroamination of Alkenes by Alexander L. Reznichenko and Kai C. Hultzsch. The authors have compiled an enormous (and growing) literature and distilled it into an extraordinarily useful treatise on all aspects of the hydroamination process.

A carefully curated review of the scientific literature, Volume 114 of Organic Reactions presents critical discussions of widely used organic reactions or particular steps of a reaction. The material is treated from a preparative viewpoint, with emphasis on limitations, interfering influences, effects of structure and the selection of experimental techniques. The work includes tables that contain all possible examples of the reaction under consideration. Detailed procedures illustrate the significant modifications of each method. Launched in 1942, the Organic Reactions series today is a leading secondary- and tertiary-level source for organic chemists across the world.

This series provides the most comprehensive and highly focused treatment of important organic reactions currently available. All volumes of Organic Reactions (including this one) are collections of chapters each devoted to a single reaction or a definitive phase of a reaction, of wide applicability. The authors have had experience with the processes surveyed. The subjects are presented from the preparative viewpoint and particular attention is given to limitations, interfering influences, effects of structure and the selection of experimental techniques. Each chapter includes several detailed procedures illustrating the significant modifications of the method.

A carefully curated review of the scientific literature on selected organic reactions, Volume 110 of the Organic Reactions series delivers insightful invited reviews of primary research material in the field of organic chemistry. The latest volume explores the practical and theoretical aspects of the reaction under discussion. The Organic Reactions series is a renowned, peer-reviewed reference in publication since 1942. It is one of the leading secondary- and tertiary-level sources in organic chemistry today.

The 111th volume in this series for organic chemists in academia and industry presents critical discussions of widely used organic reactions or particular steps of a reaction. The material is treated from a preparative viewpoint, with emphasis on limitations, interfering influences, effects of structure and the selection of experimental techniques. The work includes tables that contain all possible examples of the reaction under consideration. Detailed procedures illustrate the significant modifications of each method. Volume contents: RING-OPENING REACTIONS OF EPOXIDES WITH TITANIUM(III) REAGENTS T. V. (Babu) RajanBabu, William A. Nugent, and Sandipan Halder REDUCTIVE CYCLIZATION OF 2-NITRO- AND β-NITROSTYRENES, 2-NITROBIPHENYLS, AND 1-NITRO-1,3-DIENES TO INDOLES, CARBAZOLES, AND PYRROLES Björn C. G. Söderberg and William F. Berkowitz