Chiral Diazaligands for Asymmetric Synthesis

ISBN-13: 9783642065385 / Angielski / Miękka / 2010 / 302 str.

Marc Lemaire; Pierre Mangeney

Opis

The use of phosphine derivatives has historically induced the tremendous development of catalysis (both non-asymmetric and asymmetric). Although the chemistry of amines is more documented, the use of nitrogen-containing ligands only appeared recently. Nevertheless, during the last ten years, the results describing chiral diamine preparations and their uses in asymmetric catalysis and synthesis are increasing faster than their phosphorus counterparts. The reader will find in this volume the most recent methods for the synthesis of chiral diamines as well as their applications in asymmetric catalysis of CC bond formation. Particular attention will be given to spartein and derivatives of such diamines. Recently, the particular properties and the chemistry of amines allowed to obtain catalysts easy to separate and recycle and new types of ligands such as diaminocarbenes, ureas and thioureas. Finally, the complexing properties of some diamines allowed the formation of complexes with chirality "at the metal " which is of major theoretical interest and presents numerous potential applications.

Recenzje

From the reviews:

"Unlike most previous monologs on diazaligands, this book does not restrict itself to a specific class of dinitrogen compounds; instead, it covers the synthesis and utility of a broad range of chiral dinitrogen ligands, including saturated diamines and their derivatives, bisoxazolines, and salens. Due to the size of this field, this concise volume is not comprehensive. Rather, a collection of well-chosen topical overviews of the important elements in the chemistry of chiral diazaligands has been assembled. The inclusion of traditional as well as modern uses of diazaligands illustrates the developmental trajectory and future potential of the field."
J. Am. Chem. Soc. 2006, 128, 9574
Maria C. Kozlowski, University of Pennsylvania

Spis treści

Diego Savoia: Progresses in the asymmetric synthesis of 1,2-diamines from azomethine compounds.- Olivier Chuzel and Olivier Riant: Sparteine as a chiral ligand for asymmetric catalysis.- Emmanuelle Schulz: Use of N,N-coordinating ligands in catalytic asymmetric C-C bond formations: example of cyclopropanation, Diels-Alder reaction, nucleophilic allylic substitution.- José M. Fraile, José I. García and José A. Mayoral: Non-covalent immobilization of catalysts based on chiral diazaligands.- Sylvain Roland and Pierre Mangeney: Chiral diaminocarbene complexes, synthesis and application in asymmetric catalysis.- Jérémy A.J. Breuzard, M.Lorraine Christ-Tommasino and Marc Lemaire: Chiral Ureas and Thioureas in Asymmetric Catalysis.- Marc Fontecave, Olivier Hamelin and Stéphane Ménage: Chiral-at-Metal complexes as asymmetric catalysts.