Synthesis of Heterocycles via Cycloadditions I

Herausgegeben:Hassner, Alfred

• Gebundenes Buch

Produktbeschreibung

Heterocyclicmoleculesplayasigni?cantroleinlifeprocessesandhaveplayed a major rolein industrial developments of the last century, for instance in the ?eld of dyes, pharmaceuticals, pesticides, polymers etc. They comprise not onlysomeofthemostinterestingandbiologicallyimportantnaturalproducts like alkaloids, carbohydrates, nucleic acids, and antibiotics but include many practical drugs and a large segment of known synthetic organic compounds. Hencescientistshavedevotedagreatamountofeffortto?ndoptimalsynthetic approachesto a variety ofheterocyclic compounds. Amongthemostsuccessfulandselectivesyntheticprocessesarecycload- tionreactions,since theyinvolvesimultaneous orsequential formationoftwo ormorebondsoftenwithahighdegreeofstereoselectivityandregioselectivity. Forinstance, 1,3 dipolar cycloadditionsareelectronicallyequivalent to Diels Alder reactions and are among the most common 5-membered ring-forming systems. In addition they usually proceed with a high degree of stereo- and regio-control.It is therefore, not surprising that synthesis of many important classesofheterocycles,includingthoseofusefulbiologicallyactivemolecules, haveutilized cycloadditionsteps intheir formation.Furthermore,manyhe- rocyclesserve as intermediates in the synthesis of polyfunctional molecules. In this volume we present ?ve selected contributions by well-known - thors, each an authority in his ?eld. The ?rst chapter deals with construction ofisoxazolines(dihydroisoxazoles)via1,3-dipolarcycloadditionsofnitronates or of nitrile oxides generated from nitroalkanes. This includes inter- as well as intramolecular processes. Many of these heterocycles possess important synthetic and biological properties and are shown to lead to stereo- and - gioselectiveintroductionofmultifunctionalmoleculessuchasaminoalcohols, ?-amino acids, aldols, nitriles, and others.

Produktdetails

• Topics in Heterocyclic Chemistry 12
• Verlag: Springer / Springer Berlin Heidelberg / Springer, Berlin
• Artikelnr. des Verlages: 12022892, 978-3-540-78368-8
• 2008
• Seitenzahl: 244
• Erscheinungstermin: 21. Juli 2008
• Englisch
• Abmessung: 241mm x 160mm x 18mm
• Gewicht: 462g
• ISBN-13: 9783540783688
• ISBN-10: 3540783687
• Artikelnr.: 23524371

Inhaltsangabe

Isoxazolines from Nitro Compounds: Synthesis and Applications.- Cycloaddition Reactions of Azides Including Bioconjugation.- Enantioselective Cycloadditions of Azomethine Ylides.- Heterocycles by Cycloadditions of Carbonyl Ylides Generated from Diazo Ketones.- Heterocycles from Unsaturated Phosphorus Ylides.