This is a practical guidebook about cyclopropanes that thoroughly surveys derivatives and transformations, synthetic methods, and experimental efficiency as a gateway for further research and development in the field. • Provides comprehensive lists and synthetically–oriented synopses of cyclopropane chemistry review references along with publication data on applications in the syntheses of natural and related biologically active compounds • Acts as a resource to help readers better understand cyclopropane applications for the efficient realization of synthetically important organic transformations and popular experimental procedures • Includes new developments and up–to–date information that will lead to original methodologies for complex organic synthesis • Stresses universality, flexibility, and experimental efficiency of a strategy based on preparing cyclopropane derivatives and performing ring cleavage reactions with inexpensive reagents • Focuses on the synthetic potential of cyclopropane applications, for example the synthesis of natural compounds and other target–oriented syntheses via cyclopropane intermediaries, as well on their planning by retrosynthetic analysis INDICE: PrefacePart I. Reactivity and availabilityIntroduction1 Structure and reactivity of the cyclopropane species1.1 Geometry and Bonding1.2 Energy1.3 Spectra1.4 Cyclopropyl cations1.5 Cyclopropyl anions1.6 Cyclopropyl radicals1.7 Cyclopropylidenes1.8 Cyclopropylcarbinyl cations1.9 Cyclopropylcarbinyl anions1.10 Cyclopropylcarbinyl radicals1.11 Cyclopropylcarbenes1.12 ConclusionReferences2 Ring cleavage reactions2.1 Cyclopropyl activation2.2 Cyclopropylcarbinyl activation2.3 ConclusionReferences3 Preparation of cyclopropanes3.1 1,3–Cyclization reactions3.2 [2+1]– Cyclization reactions3.3 Addition reactions to the double bond of cyclopropenes3.4 Interconversion of cyclopropanes3.5 ConclusionReferencesPart II. Synthetic applicationIntroduction4 Triangulation Retrosynthetic Analysis`4.1 Retrosynthetic triangulation4.2 ConclusionReferences5 Acyclic compounds5.1 Formation of carbon substituents5.2 Formation of olefin groups5.3 Formation of carbonyl groups5.4 Retrosynthetic accountReferences6 Cyclobutanes6.1 Grandisol syntheses6.2 Cyclobutane synthetic intermediates6.3 Retrosynthetic accountReferences7 Cyclopentanes7.1 Vinylcyclopropane–cyclopentene rearrangement7.2 Cycloaddition reactions7.3 Modification of substituents7.4 Retrosynthetic accountReferences8 Cyclohexanes8.1 Intramolecular cyclization reactions8.2 Cycloaddition reactions8.3 Modification of substituents8.4 Retrosynthetic accountReferences9 Cycloheptanes9.1 Divinylcyclopropane–cycloheptadiene rearrangement9.2 Cycloaddition reactions9.3 Modification of substituents9.4 Retrosynthetic accountReferences10 Cyclooctanes and lager carbocycles10.1 Cycloaddition reactions10.2 Modification of substituents10.3 Retrosynthetic accountReferences11 Heterocyclic compounds11.1 Intramolecular cyclization reactions11.2 Cycloaddition reactions11.3 Modification of substituents11.4 Retrosynthetic accountReferencesConclusion
- ISBN: 978-1-118-05743-8
- Editorial: Wiley–Blackwell
- Encuadernacion: Cartoné
- Páginas: 480
- Fecha Publicación: 18/11/2015
- Nº Volúmenes: 1
- Idioma: Inglés