Organic Reactions, Volume 100

Written by a "who is who" of leading organic chemists, this anniversary volume represent the Organic Reactions editors' choice of the most important, ground-breaking and versatile reactions in current organic synthesis. The 15 reaction types selected for this volume include reactions for carbon-carbon bond formation, cross-coupling reactions, hydro- and halofunctionalizations, among many others. In line with the successful recipe of the series, each chapter is focused on a single reaction, discussing its mechanism and stereochemistry, scope and limitations, applications to synthesis, comparison with other methods, and experimental procedures. Each chapter concludes with a tabular survey of selected key application examples, complete with reported reaction conditions and yields, to serve as a quick reference guide for synthesis planning.

1. The Negishi Cross-Coupling Reaction 1 Colin Diner and Michael G. Organ 2. Generation and Trapping of Functionalized Aryl- and Heteroarylmagnesium and -Zinc Compounds 63 Ferdinand H. Lutter, Maximilian S. Hofmayer, Jeffrey M. Hammann, Vladimir Malakhov, and Paul Knochel 3. Copper-Catalyzed, Enantioselective Hydrofunctionalization of Alkenes 121 Haoxuan Wang and Stephen L. Buchwald 4. The Catalytic, Enantioselective Favorskii Reaction: in Situ Formation of Metal Alkynylides and Their Additions to Aldehydes 207 Yeshua Sempere and Erick M. Carreira 5. Enantioselective Lithiation–Substitution of Nitrogen-Containing Heterocycles 255 Kevin Kasten, Nico Seling, and Peter O’Brien 6. Catalytic, Enantioselective, Transfer Hydrogenation 329 Masahiro Yoshimura and Masato Kitamura 7. Hydrofunctionalization of Alkenes by Hydrogen-Atom Transfer 383 Ryan A. Shenvi, Jeishla L. M. Matos, and Samantha A. Green 8. Carbon–Carbon Bond Formation by Metallaphotoredox Catalysis 471 Eric D. Nacsa and David W. C. MacMillan 9. Suzuki–Miyaura Cross-Coupling 547 Alexander B. Pagett and Guy C. Lloyd-Jones 10. ortho-Directed C–H Alkylation of Substituted Benzenes 621 Yusuke Ano and Naoto Chatani 11. Catalytic, Enantioselective, C–H Functionalization to Form Carbon–Carbon Bonds 671 Qing-Feng Wu, Gang Chen, Jian He, and Jin-Quan Yu 12. Catalytic, Enantioselective Fluorination Reactions 749 Richard T. Thornbury and F. Dean Toste 13. Catalyst-Controlled Glycosylation 801 Samuel M. Levi and Eric N. Jacobsen 14. Palladium-Catalyzed Amination of Aryl Halides 853 John F. Hartwig, Kevin H. Shaughnessy, Shashank Shekhar, and Rebecca A. Green 15. Catalytic, Enantioselective, Copper–Boryl Additions to Alkenes 959 Amir H. Hoveyda, Ming Joo Koh, Kyunga Lee, and Jaehee Lee Cumulative Chapter Titles by Volume 1057 Author Index, Volumes 1–100 1075 Chapter and Topic Index, Volumes 1–100 1083