Asymmetric Synthesis - The Essentials

Abstract

A veritable "Who's who" of asymmetric synthesis introduces the reader to the leaders in the field with a four-page concentrate of their area of research along with a short biography. The book is organized into five chapters, each with an introductory preface. Starting from the key concepts of asymmetric synthesis diastereoselective methods, asymmetric catalysis) the focus then shifts to its application to the synthesis natural products and industrial processes. Graduate students, academic and industrial researchers will find this book a rich source of inspiration for their own work as well as an indispensable tool for the preparation of seminars and exams. A must for everyone in the field. Chiral auxiliaries in asymmetric synthesis / David A. Evans, Gunter Helmchen and Magnus Ruping -- Asymmetric epoxidation of pentadienols / Reinhard Bruckner -- Asymmetric synthesis using sulfur-nitrogen reagents / Franklin A. Davis -- Asymmetric syntheses with SAMP-/RAMP-hydrazones / Dieter Enders and Wolfgang Bettray -- Asymmetric allylation reactions / Reinhard W. Hoffmann -- Carbohydrates as chiral auxiliaries / Horst Kunz -- use of chiral oxazolines in early C-C bond forming reactions / Albert I. Meyers -- Asymmetric synthesis of amines and amino acids from amines / Shun-Ichi Murahashi and Yasushi Imada -- Metal-catalyzed asymmetric synthesis / Masakatsu Shibasaki and Shigeki Matsunaga -- Catalytic asymmetric sulfur ylide mediated epoxidation of carbonyl compounds / Varinder Aggarwal -- Asymmetric Baeyer-Villiger reactions / Carsten Bolm -- Planar chiral ligands based on [2,2]paracyclophanes / Stefan Brase -- Asymmetric syntheses of 3-(trans-2-nitrocyclopropyl)alanine and 3-(trans-2-aminocyclopropyl)alanine / Armin de Meijere and Oleg V. Larionov -- Copper-bis(oxazoline) catalyzed synthesis of [beta]-lactams-enantioselective reaction of alkynes with nitrones / David A. Evans, Florian Kleinbeck and Magnus Ruping -- Catalytic asymmetric conjugate addition reactions of organometallic reagents / Fernando Lopez and Ben L. Feringa -- Catalytic asymmetric synthesis of allylic alcohols via dynamic kinetic resolution / Hans-Joachim Gais -- Asymmetric cross-coupling reactions / Tamio Hayashi -- Asymmetric allylic substitutions / Gunter Helmchen -- Asymmetric homoaldol reactions / Dieter Hoppe -- Asymmetric vinylogous Mukaiyama aldol reaction / Markus Kalesse and Jorma Hassfeld -- Chiral lewis acid catalysis in aqueous media / Shu Kobayashi and Chikako Ogawa -- Asymmetric epoxidation of non-activated olefins / Kazuhiro Matsumoto and Tsutomu Katsuki. Chiral carbonyl lewis acid complexes in asymmetric synthesis / Keiji Maruoka and Takashi Ooi -- ZACA reactions : Zr-catalyzed asymmetric carboalumination of alkenes / Ei-ichi Negishi, Bo Liang, Tibor Novak and Ze Tan -- Bisoxazolines -- a privileged ligand class for asymmetric catalysis / Andreas Pfaltz -- Enantioselective cycloaddition reactions catalyzed by hydrogen bonding / Viresh H. Rawal and Avinash N. Thadani -- Direct catalytic asymmetric aldol-tishchenko reaction / Masakatsu Shibasaki and Takashi Ohshima -- Asymmetric heck and other palladium-catalyzed reactions / Lutz F. Tietze and Florian Lotz -- Asymmetric catalysis with chiral acid / Hisashi Yamamoto -- Biocatalysis and organocatalysis : asymmetric synthesis inspired by nature / Benjamin List -- Enantioselective photochemical reactions / Thorsten Bach -- Asymmetric catalysis via dynamic kinetic resolution / Jan-E. Backvall -- Catalytic asymmetric epoxidation of enones and related compounds / Albrecht Berkessel -- Kinetic investigations of the Soai autocatalytic reaction / Donna G. Blackmond -- Planar-chiral heterocycles as enantioselective organocatalysts / Gregory Fu -- organocatalytic approach to optically active six-membered rings / Karl Anker Jorgensen -- Non-linear effects in asymmetric catalysis / Henri B. Kagan -- Asymmetric organocatalysis / Steven V. Ley -- Directed evolution of enzymes for asymmetric syntheses / Manfred T. Reetz -- Asymmetric autocatalysis and its implications in the origin of chiral homogeneity of biomolecules / Kenso Soai and Tsuneomi Kawasaki -- Asymmetric synthesis using deoxyribose-5-phosphate aldolase / Chi-Huey Wong and William A. Greenberg -- Asymmetric reactions in total synthesis / K.C. Nicolaou and Paul G. Bulger -- Ring rearrangement metathesis (RRM) in alkaloid synthesis / Nicole Holub and Siegfried Blechert. Asymmetric synthesis of biaryls by the 'lactone method' / Gerhard Bringmann, Tanja Gulder and Tobias A.M. Gulder -- Asymmetric synthesis of merrilactone A / Samuel J. Danishefsky -- Asymmetric synthesis of cyclic ketal and spiroaminal-containing natural products / Craig J. Forsyth -- Case studies at the metathesis/asymmetric synthesis interface / Alois Furstner -- Asymmetric synthesis of amino acids by rhodium and ruthenium catalysis / Jean Pierre Genet -- Asymmetric syntheses of pheromones / Kenji Mori -- Total synthesis of polyketides using asymmetric aldol reactions / Ian Paterson -- Asymmetric synthesis on the solid phase / Torben Lessmann and Herbert Waldmann -- Asymmetric synthesis in industry / Herbert Hugl -- Industrial application of enantioselective catalysis / Hans-Ulrich Blaser -- Crystallization-induced diastereoselection for the synthesis of aprepitant / Karel M. Jos Brands, Philip Pye and Kai Rossen -- Combinatorial methods in asymmetric syntheses / Stefan Dahmen -- Biocatalytic production of optically active amines / Klaus Ditrich -- Monsanto L-Dopa process / William S. Knowles -- Asymmetric hydrogenation through metal-ligand bifunctional catalysis / Ryoji Noyori, Takeshi Ohkuma, Christian A. Sandoval and Kilian Muniz -- Many ways are leading to Rome -- today's variety of competing synthetic methods in industry / Andreas Job and Andreas Stolle.