Name Reactions: A Collection of Detailed Mechanisms and Synthetic Applications

ISBN-13: 9783540300304 / Angielski / Twarda / 2006 / 676 str.

Jie Jack Li

Opis

I don't have my name on anything that I don't really do. -Heidi Klum Can the organic chemists associated with so-called -Named Reactions- make the same claim as supermodel Heidi Klum? Many scholars of chemistry do not hesi- te to point out that the names associated with -name reactions- are often not the actual inventors. For instance, the Arndt-Eistert reaction has nothing to do with either Arndt or Eistert, Pummerer did not discover the -Pummerer- rearran- ment, and even the famous Birch reduction owes its initial discovery to someone named Charles Wooster (first reported in a DuPont patent). The list goes on and on... But does that mean we should ignore, boycott, or outlaw -named reac- ons-? Absolutely not. The above examples are merely exceptions to the rule. In fact, the chemists associated with name reactions are typically the original dis- verers, contribute greatly to its general use, and/or are the first to popularize the transformation. Regardless of the controversial history underlying certain named reactions, it is the students of organic chemistry who benefit the most from the - taloging of reactions by name. Indeed, it is with education in mind that Dr. Jack Li has masterfully brought the chemical community the latest edition of Name Reactions. It is clear why this beautiful treatise has rapidly become a bestseller within the chemical community.

Recenzje

Reviews of the Fourth Edition:

''This is the 4th edition of a classic collection of organic reactions which have been named after the original chemist with which they are associated. It now covers over 300 classical and contemporary name reactions. Each entry includes the name of the reaction, a short description, the step-by-step mechanism, two to three representative examples and a list of references, updated in many cases up to 2009. Biographical sketches for the chemists who discovered or developed those name reactions have been included. 

A useful resource for senior undergraduate and graduate students for learning and exams, but also a good reference book for all organic chemists.'' Gordon Fisher, Chemistry World, December, 2009.

 

Aus den Rezensionen zur 3. Auflage:

"... massgeblich erweitert! ... interessant zu lesen ... Gegenüber der zweiten Auflage wird der Platz effektiver genutzt ... 'Name Reactions' ist ein äusserst nützliches Buch, um einen ersten Einstieg zu einer Vielzahl an wichtigen ... aktuellen Namensreaktionen zu erhalten. Die mechanistischen Erläuterungen in Form von ausgezeichneten Schemen sind darüber hinaus eine Grundlage für den fortgeschrittenen Studenten, diese Mechanismen zu üben. Gegenüber der zweiten Auflage wurden ... Fehler korrigiert, so dass das Buch ... unter dem Gesichtspunkt der gelungenen Erweiterungen - zum Kauf empfohlen werden kann!"

(http://www.organische-chemie.ch/Buch/3540300309.htm)

Spis treści

Alder ene reaction.- Aldol condensation.- Algar-Flynn-Oyamada Reaction.- Allan-Robinson reaction.- Appel reaction.- Arndt-Eistert homologation.- Baeyer-Villiger oxidation.- Baker-Venkataraman rearrangement.- Bamberger rearrangement.- Bamford-Stevens reaction.- Barbier coupling reaction.- Bargellini reaction.- Bartoli indole synthesis.- Barton radical decarboxylation.- Barton-McCombie deoxygenation.- Barton nitrite photolysis.- Barton-Zard reaction.- Batcho-Leimgruber indole synthesis.- Baylis-Hillman reaction.- Beckmann rearrangement.- Beirut reaction.- Benzilic acid rearrangement.- Benzoin condensation.- Bergman cyclization.- Biginelli pyrimidone synthesis.- Birch reduction.- Bischler-Möhlau indole synthesis.- Bischler-Napieralski reaction.- Blaise reaction.- Blanc chloromethylation.- Blum aziridine synthesis.- Boekelheide reaction.- Boger pyridine synthesis.- Borch reductive amination.- Borsche-Drechsel cyclization.- Boulton-Katritzky rearrangement.- Bouveault aldehyde synthesis.- Bouveault-Blanc reduction.- Boyland-Sims oxidation.- Bradsher reaction.- Brook rearrangement.- Brown hydroboration.- Bucherer carbazole synthesis.- Bucherer reaction.- Bucherer-Bergs reaction.- Büchner-Curtius-Schlotterbeck reaction.- Büchner method of ring expansion.- Buchwald-Hartwig C-N and C-O bond formation reactions.- Burgess dehydrating reagent.- Cadiot-Chodkiewicz coupling.- Camps quinolinol synthesis.- Cannizzaro disproportionation.- Carroll rearrangement.- Castro-Stephens coupling.- Chan alkyne reduction.- Chan-Lam coupling reaction.- Chapman rearrangement.- Chichibabin pyridine synthesis.- Chugaev elimination.- Ciamician-Dennsted rearrangement.- Claisen condensation.- Claisen isoxazole synthesis.- Claisen rearrangements.- Clemmensen reduction.- Combes quinoline synthesis.- Conrad-Limpach reaction.- Cope elimination reaction.- Cope rearrangement.- Corey-Bakshi-Shibata (CBS) reduction.- Corey-Chaykovsky reaction.- Corey-Fuchs reaction.- Corey-Kim oxidation.- Corey-Nicolaou macrolactonization.- Corey-Seebach reaction.- Corey-Winter olefin synthesis.- Criegee glycol cleavage.- Criegee mechanism of ozonolysis.- Curtius rearrangement.- Dakin oxidation.- Dakin-West reaction.- Danheiser annulation.- Darzens glycidic ester condensation.- Davis chiral oxaziridine reagents.- Delépine amine synthesis.- de Mayo reaction.- Demjanov rearrangement.- Dess-Martin periodinane oxidation.- Dieckmann condensation.- Diels-Alder reaction.- Dienone-phenol rearrangement.- Di-?-methane rearrangement.- Doebner quinoline synthesis.- Dötz reaction.- Dowd-Beckwith ring expansion.- Erlenmeyer-Plöchl azlactone synthesis.- Eschenmoser-Tanabe fragmentation.- Eschweiler-Clarke reductive alkylation of amines.- Evans aldol reaction.- Favorskii rearrangement and quasi-Favorskii rearrangement.- Feist-Bénary furan synthesis.- Ferrier carbocyclization.- Ferrier glycal allylic rearrangement.- Fiesselmann thiophene synthesis.- Fischer indole synthesis.- Fischer oxazole synthesis.- Fleming-Kumada oxidation.- Friedel-Crafts reaction.- Friedländer quinoline synthesis.- Fries rearrangement.- Fukuyama amine synthesis.- Fukuyama reduction.- Gabriel synthesis.- Gabriel-Colman rearrangement.- Gassman indole synthesis.- Gattermann-Koch reaction.- Gewald aminothiophene synthesis.- Glaser coupling.- Gomberg-Bachmann reaction.- Gould-Jacobs reaction.- Grignard reaction.- Grob fragmentation.- Guareschi-Thorpe condensation.- Hajos-Wiechert reaction.- Haller-Bauer reaction.- Hantzsch dihydropyridine synthesis.- Hantzsch pyrrole synthesis.- Heck reaction.- Hegedus indole synthesis.- Hell-Volhard-Zelinsky reaction.- Henry nitroaldol reaction.- Hinsberg synthesis of thiophene derivatives.- Hiyama cross-coupling reaction.- Hofmann rearrangement.- Hofmann-Löffler-Freytag reaction.- Horner-Wadsworth-Emmons reaction.- Houben-Hoesch reaction.- Hunsdiecker-Borodin reaction.- Hurd-Mori 1,2,3-thiadiazole synthesis.- Jacobsen-Katsuki epoxidation.- Japp-Klingemann hydrazone synthesis.- Jones oxidation.- Julia-Kocienski olefination.- Julia-Lythgoe olefination.- Kahne-Crich glycosidation.- Keck macrolactonization.- Knoevenagel condensation.- Knorr pyrazole synthesis.- Koch-Haaf carbonylation.- Koenig-Knorr glycosidation.- Kolbe-Schmitt reaction.- Kostanecki reaction.- Kröhnke pyridine synthesis.- Kumada cross-coupling reaction.- Lawesson’s reagent.- Leuckart-Wallach reaction.- Lossen rearrangement.- McFadyen-Stevens reduction.- McMurry coupling.- MacMillan catalyst.- Mannich reaction.- Marshall boronate fragmentation.- Martin’s sulfurane dehydrating reagent.- Masamune-Roush conditions.- Meerwein-Ponndorf-Verley reduction.- Meisenheimer complex.- [1,2]-Meisenheimer rearrangement.- [2,3]-Meisenheimer rearrangement.- Meth-Cohn quinoline synthesis.- Meyers oxazoline method.- Meyer-Schuster rearrangement.- Michael addition.- Michaelis-Arbuzov phosphonate synthesis.- Midland reduction.- Mislow-Evans rearrangement.- Mitsunobu reaction.- Miyaura borylation.- Moffatt oxidation.- Montgomery coupling.- Morgan-Walls reaction.- Mori-Ban indole synthesis.- Mukaiyama aldol reaction.- Mukaiyama Michael addition.- Mukaiyama reagent.- Myers-Saito cyclization.- Nazarov cyclization.- Neber rearrangement.- Nef reaction.- Negishi cross-coupling reaction.- Nenitzescu indole synthesis.- Nicholas reaction.- Nicolaou dehydrogenation.- Nicolaou hydroxy-dithioketal cyclization.- Nicolaou hydroxy-ketone reductive cyclic ether formation.- Nicolaou oxyselenation.- Noyori asymmetric hydrogenation.- Nozaki-Hiyama-Kishi reaction.- Oppenauer oxidation.- Overman rearrangement.- Paal thiophene synthesis.- Paal-Knorr furan synthesis.- Parham cyclization.- Passerini reaction.- Paternó-Büchi reaction.- Pauson-Khand cyclopentenone synthesis.- Payne rearrangement.- Pechmann coumarin synthesis.- Perkin reaction.- Petasis reaction.- Peterson olefination.- Pictet-Gams isoquinoline synthesis.- Pictet-Spengler tetrahydroisoquinoline synthesis.- Pinacol rearrangement.- Pinner reaction.- Polonovski reaction.- Polonovski-Potier reaction.- Pomeranz-Fritsch reaction.- Prévost trans-dihydroxylation.- Prins reaction.- Pschorr cyclization.- Pummerer rearrangement.- Ramberg-Bäcklund reaction.- Reformatsky reaction.- Regitz diazo synthesis.- Reimer-Tiemann reaction.- Reissert aldehyde synthesis.- Reissert indole synthesis.- Ring-closing metathesis (RCM).- Ritter reaction.- Robinson annulation.- Robinson-Gabriel synthesis.- Robinson-Schöpf reaction.- Rosenmund reduction.- Rubottom oxidation.- Rupe rearrangement.- Saegusa oxidation.- Sakurai allylation reaction.- Sandmeyer reaction.- Schiemann reaction.- Schmidt reaction.- Schmidt’s trichloroacetimidate glycosidation reaction.- Shapiro reaction.- Sharpless asymmetric amino hydroxylation.- Sharpless asymmetric epoxidation.- Sharpless asymmetric dihydroxylation.- Sharpless olefin synthesis.- Simmons-Smith reaction.- Skraup quinoline synthesis.- Smiles rearrangement.- Sommelet reaction.- Sommelet-Hauser rearrangement.- Sonogashira reaction.- Staudinger ketene cycloaddition.- Staudinger reduction.- Sternbach benzodiazepine synthesis.- Stetter reaction.- Still-Gennari phosphonate reaction.- Stille coupling.- Stille-Kelly reaction.- Stobbe condensation.- Stork enamine reaction.- Strecker amino acid synthesis.- Suzuki coupling.- Swern oxidation.- Takai iodoalkene synthesis.- Tebbe olefination.- TEMPO-mediated oxidation.- Thorpe-Ziegler reaction.- Tsuji-Trost reaction.- Ugi reaction.- Ullmann reaction.- van Leusen oxazole synthesis.- Vilsmeier-Haack reaction.- Vilsmeier mechanism for acid chloride formation.- Vinylcyclopropane-cyclopentene rearrangement.- von Braun reaction.- Wacker oxidation.- Wagner-Meerwein rearrangement.- Weiss-Cook reaction.- Wharton oxygen transposition reaction.- Willgerodt-Kindler reaction.- Wittig reaction.- [1,2]-Wittig rearrangement.- [2,3]-Wittig rearrangement.- Wohl-Ziegler reaction.- Wolff rearrangement.- Wolff-Kishner reduction.- Yamaguchi esterification.- Zincke reaction.

Blurb

The third edition contains major improvements over the previous edition. In addition to updated references, each reaction is now supplemented with two to three representative examples in synthesis to showcase its synthetic utility. Biographical sketches for the chemists who discovered or developed those name reactions have been included. Furthemore, the subject index is significantly expanded.

Different from other books on name reactions in organic chemistry, Name Reactions, A Collection of Detailed Reaction Mechanisms focuses on their mechanisms. It covers over 300 classical as well as contemporary name reactions. Each reaction is delineated by its detailed step-by-step, electron-pushing mechanism, supplemented with the original and the latest references, especially review articles. Thus, it is not only an indispensable resource for senior undergraduate and graduate students for learning and exams, but also a good reference book for all chemists interested in name reactions.

Some praise for the previous edition:

"This is an excellent book for arrow pushing and learning organic name reactions as encountered in graduate school . . . Li’s book contains reactions of all mechanistic classes . . . The book is nicely balanced, containing modern-day reactions for assembly of stereocomplex molecules. Reactions such as the Corey-Bakshi-Shibata reduction are analyzed. This book is a good reference text that fills a void that has existed for some time. It is both an excellent tool for learning and a good reference source."

JOURNAL OF CHEMICAL EDUCATION