عنوان

Stereoselective heterocycle synthesis via alkene difunctionalization :

(Number (ISBN

3319775073

(Number (ISBN

9783319775074

Erroneous ISBN

3319775065

Erroneous ISBN

9783319775067

Title Proper

Stereoselective heterocycle synthesis via alkene difunctionalization :

General Material Designation

[Book]

Other Title Information

bulky phosphine ligands enable Pd-catalyzed arylhalogenation, arylcynation and diarylation /

First Statement of Responsibility

David A. Petrone.

Place of Publication, Distribution, etc.

Cham, Switzerland :

Name of Publisher, Distributor, etc.

Springer,

Date of Publication, Distribution, etc.

2018.

Specific Material Designation and Extent of Item

1 online resource

Series Title

Springer theses : recognizing outstanding Ph. D. research

Text of Note

Includes bibliographical references.

Text of Note

Intro; Supervisor's Foreword; Preface; Parts of this thesis have been published in the following journal articles:; Acknowledgements; Contents; Abbreviations; List of Figures; List of Tables; List of Schemes; 1 Diastereoselective Synthesis of Heterocycles via Intramolecular Pd-Catalyzed Alkene Aryliodination; 1.1 Introduction; 1.1.1 Carbon-Carbon Bond Formation via Pd-Catalyzed Cross-coupling; 1.1.1.1 General Mechanisms for Cross-couplings and the Mizoroki-Heck Reaction; Oxidative Addition of Metal Complexes to Carbon-Halogen Bonds; Transmetallation.

Text of Note

1.1.3 Research Goals: Part 11.1.4 Results and Discussion: Chromans and Isochromans via a Diastereoselective Aryliodination; 1.1.4.1 Starting Material Preparation; 1.1.4.2 Optimization; 1.1.4.3 Examination of the Substrate Scope; 1.1.4.4 Limitations; 1.1.5 Research Goals: Part 2; 1.1.6 Development of the Diastereoselective Aryliodination of Chiral Amides: Application to the Chemical Synthesis of (+)-Corynoline; 1.1.6.1 Starting Material Preparation; 1.1.6.2 Optimization; 1.1.6.3 The Effect of Base on Diastereoselectivity; 1.1.6.4 Examination of the Substrate Scope; 1.1.6.5 Limitations.

Text of Note

1.1.6.6 Formal Synthesis of (+)-Corynoline1.1.7 Summary; 1.1.8 Experimental; References; 2 Pd-Catalyzed Diastereoselective Carbocyanation Reactions of Chiral N-Allyl Carboxamides and Indoles; 2.1 Introduction; 2.1.1 Palladium-Catalyzed Cyanation of Aromatic Halides; 2.1.2 Ni-Catalyzed Carbocyanation Proceeding via C-C Bond Cleavage; 2.1.3 Pd-Catalyzed Carbocyanation or Alkene and Alkynes; 2.1.3.1 Heck-Type Domino Reactions; 2.1.3.2 Other Classes of Pd-Catalyzed Carbocyanation; 2.1.4 Research Goals: Part 1.

Text of Note

2.1.5 Results and Discussion: Diastereoselective Pd-Catalyzed Arylcyanation of Chiral N-Allyl Carboxamides2.1.5.1 Starting Material Preparation; 2.1.5.2 Optimization; 2.1.5.3 Examination of the Substrate Scope; 2.1.5.4 Product Derivatization; 2.1.6 Research Goal: Part 2; 2.1.7 Results and Discussion: Diastereoselective Pd-Catalyzed Dearomative Arylcyanation of Indoles; 2.1.7.1 Starting Material Preparation; 2.1.7.2 Optimization; 2.1.7.3 Examination of the Substrate Scope; 2.1.7.4 Limitations; 2.1.7.5 Derivativation of Indoline Products; 2.1.8 Summary; 2.1.9 Experimental; References.

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Text of Note

This book investigates the use of palladium modified by bulky ligands as catalysts for new chemical transformations that rapidly assemble several classes of complex heterocyles. It documents the development of new chemical reactions involving carbon-carbon (C-C) and carbon-halogen (C-X) bond formation in the context of alkene difunctionalization and dearomatization reactions. Due to the ubiquity of heterocycles in bioactive natural products and life-improving pharmaceutical treatments, a long-term goal for synthetic organic chemists has been to develop novel and creative heterocycle syntheses that illicit a high degree of product diversity and are characterized by mild reaction conditions and limited waste production. A considerable fraction of leading pharmaceutical drugs contain at least one heterocycle within their chemical structure, and their prevalence in these technologies is strong evidence that the fundamental curiosities of organic chemistry lead to real-world solutions for the health and wellness of the global population.

International Standard Book Number

9783319775067

Heterocyclic compounds.

Ring formation (Chemistry)

Catalysis.

Chemistry.

Medicinal Chemistry.

Organometallic Chemistry.

Heterocyclic compounds.

Ring formation (Chemistry)

SCIENCE-- Chemistry-- Organic.

PNND

SCI-- 013040

Number

Edition

Class number

Petrone, David A.

Date of Transaction

20200823112210.0

Cataloguing Rules (Descriptive Conventions))

pn

Electronic name

[Book]

Y