- English
- ePUB (mobile friendly)
- Available on iOS & Android
About This Book
Written by a "who is who" of leading organic chemists, this anniversary volume represent the Organic Reactions editors' choice of the most important, ground-breaking and versatile reactions in current organic synthesis. The 15 reaction types selected for this volume include reactions for carbon-carbon bond formation, cross-coupling reactions, hydro- and halofunctionalizations, among many others.
In line with the successful recipe of the series, each chapter is focused on a single reaction, discussing its mechanism and stereochemistry, scope and limitations, applications to synthesis, comparison with other methods, and experimental procedures. Each chapter concludes with a tabular survey of selected key application examples, complete with reported reaction conditions and yields, to serve as a quick reference guide for synthesis planning.
Frequently asked questions
Information
CHAPTER 1
THE NEGISHI CROSSâCOUPLING REACTION
CONTENTS
- Acknowledgements
- Introduction
- Mechanism and Stereochemistry
- Features of PalladiumâCatalyzed Reactions
- Effect of Additives and Solvents in PalladiumâCatalyzed Reactions
- Features of NickelâCatalyzed Reactions
- C(sp2) Coupling Partners
- Configurational Specificity of Alkenyl Electrophiles
- C(sp3) Coupling Partners
- Constitutional Site Selectivity of Secondary Alkylzinc Reagents
- Configurational Stability of Secondary Alkylzinc Reagents
- Scope and Limitations
- The Organozinc Reagents
- Alkylzinc Reagents
- Enantiospecific CrossâCoupling Reactions of Alkyl Nucleophiles
- Enantioselective CrossâCoupling Reactions of Alkyl Nucleophiles
- Alkenylzinc Reagents
- Alkynylzinc Reagents
- Arylâ and Heteroarylzinc Reagents
- Enantioselective Approaches Towards Chiral Biaryls
- Alkylzinc Reagents
- The Electrophile
- Alkyl Electrophiles
- Enantiospecific CrossâCoupling Reactions of Alkyl Electrophiles
- Enantioselective CrossâCoupling Reactions of Alkyl Electrophiles
- Desymmetrizing CrossâCoupling Reactions of mesoâAnhydrides
- CrossâCoupling Reactions of Allylic Electrophiles
- Alkenyl Electrophiles
- Alkynyl Electrophiles
- Aryl and Heteroaryl Electrophiles
- Acyl Electrophiles
- Alkyl Electrophiles
- The Organozinc Reagents
- Applications to Synthesis
- Overview
- Tetrapetalone AâMe Aglycon.141
- Dehydromicrosclerodermin B
- (â)âDaphenylline
- Negishi CrossâCoupling in Flow
- Multiâkg C(sp2)âC(sp3) Coupling
- Overview
- Comparison With Other Methods
- Experimental Conditions
- Preparation of Organozinc Reagents
- Transmetalation
- Oxidative Addition of Zn into Organohalides
- Cobalt Catalysis
- Direct ZincâHalogen Exchange
- Direct Zincation of (Hetero)arenes
- Synthesis of BenchâStable Organozinc Pivalates
- Reaction Conditions
- Catalysts
- Solvents
- Additives
- Preparation of Organozinc Reagents
- Experimental Procedures
-
- (S)âNâ(Boc)âAllylglycine Methyl Ester [Direct Insertion of Activated Zinc into an Alkyl Iodide and CrossâCoupling with an Alkenyl Bromide].157
- (S)â2â(1âCyclohexylbutanâ2âyl)naphthalene [Stereospecific CrossâCoupling of an Alkylzinc Reagent with an Enantioenriched Electrophile].15
- tertâButyl 2,2,4âTrimethylâ5âoctadecyloxazolidineâ3âcarboxylate [Sequential OneâPot Chemoselective C(sp3)âC(sp3) CrossâCoupling of a Bifunctional Îą,ĎâBromochloroalkane].50
- 5âMethylâ2,2â˛âbipyridine [LithiumâHalogen Exchange and Transmetalation for the CrossâCoupling of a Heteroaromatic Compound].158
-
- Tabular Survey
Acknowledgements
Introduction
Table of contents
- COVER
- TABLE OF CONTENTS
- âCâ
- INTRODUCTION TO THE SERIES ROGER ADAMS, 1942
- INTRODUCTION TO THE SERIES SCOTT E. DENMARK, 2008
- PREFACE FOR VOLUME 100
- CHAPTER 1: THE NEGISHI CROSSâCOUPLING REACTION
- CHAPTER 2: GENERATION AND TRAPPING OF FUNCTIONALIZED ARYLâ AND HETEROARYLMAGNESIUM AND âZINC COMPOUNDS
- CHAPTER 3: CopperâCatalyzed, Enantioselective Hydrofunctionalization of Alkenes
- CHAPTER 4: The Catalytic, Enantioselective Favorskii Reaction: in Situ Formation of Metal Alkynylides and Their Additions to Aldehydes
- CHAPTER 5: ENANTIOSELECTIVE LITHIATIONâSUBSTITUTION OF NITROGENâCONTAINING HETEROCYCLES
- CHAPTER 6: CATALYTIC, ENANTIOSELECTIVE, TRANSFER HYDROGENATION
- CHAPTER 7: HYDROFUNCTIONALIZATION OF ALKENES BY HYDROGENâATOM TRANSFER
- CHAPTER 8: CARBONâCARBON BOND FORMATION BY METALLAPHOTOREDOX CATALYSIS
- CHAPTER 9: SUZUKIâMIYAURA CROSSâCOUPLING
- CHAPTER 10: âDIRECTED CâH ALKYLATION OF SUBSTITUTED BENZENES
- CHAPTER 11: CATALYTIC, ENANTIOSELECTIVE, CâH FUNCTIONALIZATION TO FORM CARBONâCARBON BONDS
- CHAPTER 12: CATALYTIC, ENANTIOSELECTIVE FLUORINATION REACTIONS
- CHAPTER 13: CATALYSTâCONTROLLED GLYCOSYLATION
- CHAPTER 14: PALLADIUMâCATALYZED AMINATION OF ARYL HALIDES
- CHAPTER 15: CATALYTIC, ENANTIOSELECTIVE, COPPERâBORYL ADDITIONS TO ALKENES
- CUMULATIVE CHAPTER TITLES BY VOLUME
- AUTHOR INDEX, VOLUMES 1-100
- CHAPTER AND TOPIC INDEX, VOLUMES 1â100
- END USER LICENSE AGREEMENT