Organolithiums in Enantioselective Synthesis (Topics in Organometallic Chemistry (5))

Organolithium chemistry occupies a central position in the selective construction of C-C bonds in both simple and complex molecules. Paralleling the surge of interest in methods for asymmetric synthesis, the use of organolithiums in enantioselective synthesis has witnessed spectacular advances in a little over a decade. This volume is the first dedicated to a comprehensive coverage of this important area. It is designed to provide graduate students and researchers with a rich source of essential information on synthesising molecules in an enantioselective manner using organolithiums, and be an inspiration for future developments. Following an overview chapter summarising the key milestones, successive chapters, each written by leading experts in their field, critically survey all the major areas of progress. Overview of Organolithium-Ligand Combinations and Lithium Amides for Enantioselective Processes....Pages 1-20 Enantioselective Addition of Organolithiums to C=O Groups and Ethers....Pages 21-36 Enantioselective Conjugate Addition and 1,2-Addition to C=N of Organolithium Reagents....Pages 37-59 Enantioselective Synthesis by Lithiation Adjacent to Oxygen and Electrophile Incorporation....Pages 61-138 Enantioselective Synthesis by Lithiation Adjacent to Nitrogen and Electrophile Incorporation....Pages 139-176 Enantioselective Synthesis by Lithiation Adjacent to Sulfur, Selenium or Phosphorus, or without an Adjacent Activating Heteroatom....Pages 177-216 Enantioselective Synthesis by Lithiation Adjacent to Oxygen and Subsequent Rearrangement....Pages 217-250 Enantioselective Synthesis by Lithiation to Generate Planar or Axial Chirality....Pages 251-286 Enantioselective Carbolithiations....Pages 287-310 This volume is the first dedicated to a comprehensive coverage of this rapidly developing transdisciplinary field. It provides a rich source of essential information on synthesizing molecules in an enantioselective manner using organolithiums, and serves as an inspiration for future developments. Organolithium chemistry pervades organic chemistry, and aspects of organolithium chemistry have been reviewed on several occasions [1-5].