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.
Spis treści
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. Mac Millan
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
O autorze
SCOTT E. DENMARK is the Reynold C. Fuson Professor of Chemistry at the University of Illinois at Urbana-Champaign. He has pioneered the concept of chiral Lewis base activation of Lewis acids for catalysis in main group synthetic organic chemistry. His group has also developed palladium-catalyzed cross-couplings with organofunctional silicon compounds. He has won a number of honors including the Pedler and Robert Robinson Medals, the Aldrich Award for Creative Work in Synthetic Organic Chemistry and the Prelog Medal. He was a founding editor of the Encyclopedia of Reagents for Organic Synthesis and served as Editor in Chief of Organic Reactions from 2008 to 2018. He is a member of the American Academy of Arts and Sciences and the National Academy of Sciences.
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