1.

Record Nr.

UNINA9910828347603321

Titolo

Methods and applications of cycloaddition reactions in organic syntheses / / edited by Nagatoshi Nishiwaki

Pubbl/distr/stampa

Hoboken, New Jersey : , : Wiley, , 2014

ISBN

1-118-77820-0

1-118-77817-0

1-118-77818-9

Descrizione fisica

1 online resource (673 p.)

Altri autori (Persone)

NishiwakiNagatoshi <1963->

Disciplina

547/.27

Soggetti

Organic compounds - Synthesis

Ring formation (Chemistry)

Lingua di pubblicazione

Inglese

Formato

Materiale a stampa

Livello bibliografico

Monografia

Note generali

Description based upon print version of record.

Nota di bibliografia

Includes bibliographical references and index.

Nota di contenuto

Methods and Applications of Cycloaddition Reactions in Organic Syntheses; Contents; Preface; Contributors; Part I: [2+1] Cycloaddition; 1 [2+1]-Type Cyclopropanation Reactions; 1.1 INTRODUCTION; 1.2 CYCLOPROPANATION REACTION VIA MICHAEL-INDUCED RING CLOSURE REACTION; 1.2.1 Introduction; 1.2.2 Halo-Substituted Nucleophiles in MIRC Reaction; 1.2.3 Ylides for Cyclopropanation; 1.3 SIMMONS-SMITH CYCLOPROPANATION AND RELATED REACTIONS; 1.3.1 Introduction; 1.3.2 The Simmons-Smith Reaction with Zinc Reagents; 1.4 DIAZOALKANES WITH TRANSITION METAL CATALYSTS; 1.4.1 Introduction

1.4.2 Rhodium-Catalyzed Reactions1.4.4 Ruthenium-Catalyzed Reactions; 1.4.5 Cobalt- and Iron-Catalyzed Reactions; 1.4.6 Other Transition Metal-Catalyzed Reactions; 1.4.7 Cyclopropanation Without Transition Metal Catalysts; 1.4.8 Cyclopropanation of Dihalocarbenes; 1.5 CYCLOISOMERIZATION WITH TRANSITION METAL CATALYSTS; 1.5.1 Introduction; 1.5.2 Gold Complex-Catalyzed Reactions; 1.5.3 Palladium Complex-Catalyzed Reactions; 1.5.4 Platinum Complex-Catalyzed Reactions; 1.5.5 Ruthenium Complex-Catalyzed Reactions; 1.5.6 Other Metal Complex-Catalyzed Reactions; 1.6 KULINKOVICH REACTIONS

1.6.1 Introduction1.6.2 The Kulinkovich Reaction to Esters, Ketones, and Amides; 1.6.3 Kulinkovich Reaction to Nitriles; 1.6.4 Other Ti-



Mediated Cyclopropanation Reactions; 1.7 MISCELLANEOUS [2+1]-TYPE OF CYCLOPROPANATION REACTIONS; REFERENCES; 2 N1 Unit Transfer Reaction To C-C Double Bonds; 2.1 INTRODUCTION; 2.2 AZIRIDINATION WITH AZIDES; 2.3 AZIRIDINATION WITH IMINOIODINANES; 2.4 AZIRIDINATION WITH N-HALOAMINE SALTS; 2.5 AZIRIDINATION WITH OTHER N1 UNIT; 2.6 CONCLUSIONS; REFERENCES; Part II: [2+2] Cycloaddition; 3 Lewis Base Catalyzed Asymmetric Formal [2+2] Cycloadditions

3.1 INTRODUCTION3.2 β-LACTAMS: FORMAL [2+2] CYCLOADDITIONS INVOLVING IMINES; 3.3 β-LACTONES I: FORMAL [2+2] CYCLOADDITIONS INVOLVING ALDEHYDES/KETONES; 3.4 β-LACTONES II: FORMAL [2+2] CYCLOADDITION OF KETENES LEADING TO KETENE DIMERS; 3.4.1 Introduction or or; 3.4.2 Homodimerization; 3.4.3 Heterodimerization; 3.5 MISCELLANEOUS FORMAL [2+2] ASYMMETRIC CYCLOADDITION PROCESSES; 3.5.1 Other Heterocyclic Classes-Introduction; 3.5.2 Asymmetric Formal [2+2] Cycloadditions; 3.6 CONCLUSIONS; REFERENCES; Part III: [2+2] and [4+2]/[2+2] Cycloaddition; 4 Catalytic [2+2] Cycloaddition of Silyl Enol Ethers

4.1 INTRODUCTION4.2 CATALYTIC [2+2] CYCLOADDITION REACTIONS OF SILYL ENOL ETHERS BY LEWIS ACID CATALYST; 4.2.1 Introduction; 4.2.2 Intramolecular [2+2] Cycloaddition Reactions; 4.2.3 Intermolecular [2+2] Cycloaddition Reactions; 4.2.4 Asymmetric Catalytic [2+2] Cycloaddition Reaction with Silyl Enol Ethers; 4.3 CATALYTIC [2+2] CYCLOADDITION REACTIONS OF SILYL ENOL ETHERS BY BRØNSTED ACID; 4.3.1 Catalytic [2+2] Cycloaddition Reactions of Silyl Enol Ethers by Trifluoromethanesulfonimide; 4.3.2 Multigram Syntheses of Cyclobutanes and Cyclobutenes by [2+2] Cycloaddition Reactions

4.3.3 Analysis of the Mechanism for [2+2] Cycloaddition Reactions by Trifluoromethanesulfonimide

Sommario/riassunto

Although these reactions have been studied for a long time, cycloaddition chemistry makes frequent and considerable advances that requires chemists to keep constantly up-to-date with the practices and state-of-the-art. Bringing together the contributions from leading worldwide researchers, Methods and Applications of Cycloaddition Reactions in Organic Syntheses provides a valuable guidebook for synthetic organic chemists involved in chemical research, pharmaceuticals, and materials science to keep organic chemists updated and current in the practices of cycloadditions, a leading class o