Description
The Mizoroki-Heck reaction is a palladium-catalyzed carbon-carbon bond forming process which is widely used in organic and organometallic synthesis. It has seen increasing use in the past decade as chemists look for strategies enabling the controlled construction of complex carbon skeletons. The Mizoroki-Heck Reaction is the first dedicated volume on this important reaction, including topics on: * mechanisms of the Mizoroki-Heck reaction * intermolecular Mizoroki-Heck reactions * focus on regioselectivity and product outcome in organic synthesis * waste-minimized Mizoroki-Heck reactions * intramolecular Mizoroki-Heck reactions * formation of heterocycles * chelation-controlled Mizoroki-Heck reactions * the Mizoroki-Heck reaction in domino processes * oxidative heck-type reactions (Fujiwara-Moritani reactions) * Mizoroki-Heck reactions with metals other than palladium * ligand design for intermolecular asymmetric Mizoroki-Heck reactions * intramolecular enantioselective Mizoroki-Heck reactions * desymmetrizing Mizoroki-Heck reactions * applications in combinatorial and solid phase syntheses, and the development of modern solvent systems and reaction techniques * the asymmetric intramolecular Mizoroki-Heck reaction in natural product total synthesis Several chapters are devoted to asymmetric Heck reactions with particular focus on the construction of otherwise difficult-to-obtain sterically congested tertiary and quaternary carbons. Industrial and academic applications are highlighted in the final section. The Mizoroki-Heck Reaction will find a place on the bookshelves of any organic or organometallic chemist. Foreword by Professor Richard F. Heck 1 Mechanisms of the Mizoroki-Heck Reaction Anny Jutand 2 Focus on Catalyst Development and Ligand Design Irina P. Beletskaya and Andrei V. Cheprakov 3 Focus on Regioselectivity and Product Outcome in Organic Synthesis Peter Nilsson, Kristofer Olofsson and Mats Larhed 4 Waste-Minimized Mizoroki-Heck Reactions Lukas Gooen and Kthe Gooen 5 Formation of Carbocycles Axel B. Machotta and Martin Oestreich 6 Formation of Heterocycles Thierry Muller and Stefan Brse 7 Chelation-Controlled Mizoroki-Heck Reactions Kenichiro Itami and Jun-ichi Yoshida 8 The Mizoroki-Heck Reaction in Domino Processes Lutz F. Tietze and Laura M. Levy 9 Oxidative Heck-Type Reactions (Fujiwara-Moritani Reactions) Eric M. Ferreira, Haiming Zhang and Brian M. Stoltz 10 Mizoroki-Heck Reactions with Metals Other than Palladium Lutz Ackermann and Robert Born 11 Ligand Design for Intermolecular Asymmetric Mizoroki-Heck Reactions Anthony G. Coyne, Martin O. Fitzpatrick and Patrick J. Guiry 12 Intramolecular Enantioselective Mizoroki-Heck Reactions James T. Link and Carol K. Wada 13 Desymmetrizing Heck Reactions Masakatsu Shibasaki and Takashi Ohshima 14 Combinatorial and Solid-Phase Syntheses Thierry Muller and Stefan Brse 15 Mizoroki-Heck Reactions: Modern Solvent Systems and Reaction Techniques Werner Bonrath, Ulla Letinois, Thomas Netscher and Jan Schtz 16 The Asymmetric Intramolecular Mizoroki-Heck Reaction in Natural Product Total Synthesis Amy B. Dounay and Larry E. Overman




