Organic Reactions - Couverture rigide

Couverture rigide

ISBN 10 : 1118674251 ISBN 13 : 9781118674253

Editeur : John Wiley & Sons Inc, 2013

Synopsis

Volume 81 represents the confluence of two rare and important phenomena for chapters in the Organic Reactions series, namely, it is a single-chapter volume, and it contains a name reaction coauthored by the inventor. Of the 261 chapters published thus far, only seven have been of sufficient impact to appear as single-chapter volumes. The single chapter in this volume entitled "The Krapcho Dealkoxycarbonylation Reaction of Esters with a-Electron-Withdrawing Substituents" has been coauthored by A. Paul Krapcho together with Organic Reactions' long-time contributor Engelbert Ciganek. The "Krapcho Decarboxylation," as it is known in common parlance, is an extraordinarily useful alternative to the classical hydrolysis-decarboxylation of esters bearing a-electron-withdrawing substituents. This process replaces the strongly basic or acidic conditions normally required for ester saponification with the neutral cleavage of the ester group by a BAC2 mechanism through the combination of water and a dipolar aprotic solvent at high temperature. However, another popular variant involves the use of inorganic salts such as lithium chloride, sodium iodide, or sodium cyanide in a dipolar aprotic solvent which can open a second mechanistic pathway (dependent upon the ester) through BAL2 cleavage. Drs. Krapcho and Ciganek expertly outline the broad substrate scope of this reaction and identify the preferred conditions for various substrate classes. The 371 pages of tables containing all known examples of this simple but important transformation, together with the 1,908 references cited in this Chapter, are testimony to the synthetic usefulness of the Krapcho reaction.

A propos du livre

À propos de l'auteur

Scott E. Denmark received his undergraduate degree from the Massachusetts Institute of Technology in 1975 and his graduate degree (D.Sc. Tech.) from the ETH-Zürich in 1980. He joined the faculty at Illinois in the same year. His research interests are in structural, synthetic and mechanistic organic chemistry.

Détails de l'édition

• Éditeur: John Wiley & Sons Inc
• Date d'édition: 2013
• Langue: anglais
• ISBN 10: 1118674251
• ISBN 13: 9781118674253
• Reliure: Relié
• Nombre de pages: 584
• Éditeur: Denmark Scott E.
• Coordonnées du fabricant: non disponible
• Personne responsable: non disponible