New Methods For Carbon Carbon Bond Formation And Application To Organic Synthesis
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New Methods For Carbon Carbon Bond Formation And Application To Organic Synthesis
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Author : Christopher James Dockendorff
language : en
Publisher:
Release Date : 2006
New Methods For Carbon Carbon Bond Formation And Application To Organic Synthesis written by Christopher James Dockendorff and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2006 with categories.
Tetralins with a desired 1,4-substitution pattern were synthesized via Diels-Alder reactions between arynes and acyclic dienes. We have shown this underutilized reaction to be useful for the stereospecific synthesis of 1,4-dihydronaphthalenes which are not readily accessible via other methods. Preliminary efforts to render this reaction asymmetric are presented; excellent diastereoselectivities were observed using Oppolzer's sultam as a chiral auxiliary on the diene. A short synthesis of racemic sertraline was also carried out using the aryne Diels-Alder reaction as the key step. We have reported the rhodium-catalyzed asymmetric ring-opening reaction of oxabicyclic alkenes with aryl- and alkenylboron nucleophiles. The reactions generally proceed with excellent yield and enantioselectivity under mild conditions, giving only one diastereomer (cis adducts). The Rh(I) catalyst system utilizes the ferrocenyl bisphosphine ligand PPF-P(t-Bu) 2. This ligand is also very efficient for the ring-opening reactions with heteroatom nucleophiles, which proceed via a different mechanism and give trans products. We have recently discovered that other Rh(I) catalysts can promote the highly enantio- and regioselective desymmetrization of meso-diols via allylic substitution reactions with organoborons. Some of the limitations of the rhodium-catalyzed ring-opening reactions were overcome by the development of Pd(II) catalyst systems. These catalysts give excellent yields (albeit currently with decreased enantioselectivities relative to the rhodium reactions) under very mild conditions (undistilled methanol, room temperature, open to the air). The Pd(II) systems also work very well with azabicyclic alkenes and with heteroaryl- and ortho -substituted arylboronic acids, which all were problematic with rhodium catalysts. They also show some promise with alkylboron species. Various metal-catalyzed ring-opening reactions have been utilized to make gram-scale tetralin scaffolds for drug discovery efforts. The scaffolds were subsequently functionalized to yield libraries of amides, amines, and ureas for screening against a variety of biological targets. Several opioid receptor antagonists were subsequently identified by our industrial collaborators.
Carbon Carbon Bond Formation
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Author : Robert L. Augustine
language : en
Publisher: CRC Press
Release Date : 1979-04-01
Carbon Carbon Bond Formation written by Robert L. Augustine and has been published by CRC Press this book supported file pdf, txt, epub, kindle and other format this book has been release on 1979-04-01 with Science categories.
Carbon Carbon Bond Formation
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Author : Robert L. Augustine
language : en
Publisher:
Release Date : 1979
Carbon Carbon Bond Formation written by Robert L. Augustine and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 1979 with categories.
Organic Synthesis Highlights
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Author : Hans-Josef Altenbach
language : en
Publisher: John Wiley & Sons
Release Date : 2008-11-20
Organic Synthesis Highlights written by Hans-Josef Altenbach and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2008-11-20 with Science categories.
This unusual collection of 49 essays gives an overview of the trends and accomplishments of synthetic organic chemistry in recent years. Unique in its approach, it deals with almost every aspect of modern synthesis. The first part of the book describes methods and reagents, with particular emphasis on rapidly developing organometallic and biooriented procedures. In the second part, these tools are applied to the syntheses of interesting target compounds and natural compounds with remarkable physiological properties. Mechanistic discussions and retrosynthetic analyses are included. More than 1000 up-to-date references help the reader to pursue the topics highlighted here. This book gives both the active researcher and the advanced student insight into the competitive atmosphere, creativity, and resourcefulness so characteristic of organic synthesis today.
Carbon Carbon Bond Formation
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Author : G. Pattenden
language : en
Publisher: Elsevier
Release Date : 1992-09-08
Carbon Carbon Bond Formation written by G. Pattenden and has been published by Elsevier this book supported file pdf, txt, epub, kindle and other format this book has been release on 1992-09-08 with Science categories.
Volume 3 covers carbon-to-carbon single bond forming reactions involving sp3, sp2 and sp carbon centers, but only those which do not involve additions to C-X &pgr;-bonds. The volume first compares and contrasts the alkylation reactions of all types of sp3 carbon nucleophiles and also covers vinyl and alkynyl carbanions. Following on from Volume 2, a separate section covers Friedel-Crafts alkylation reactions, which is complemented by discussions of polyene cyclizations and electrophilic transannular cyclizations in synthesis. Coupling reactions leading to &agr;-bond formation, and involving all types of combinations ofsp3, sp2 and sp carbon centers are next covered, including those reactions based on pinacol, acyloin and phenol oxidative coupling reactions, and also the Kolbe reaction. Rearrangement reactions, leading to carbon-to-carbon &agr;-bond formation, are often used in a clever manner in synthesis. The volume includes all those rearrangement reactions based on intermediate carbonium ions and carbanions, and also includes the benzil-benzilic acid and the Wolff rearrangements. The volume closes with coverage of carbonylation reactions, and the use of carbene insertion reactions into the C-H bond in synthesis.
Modern Methods Of Organic Synthesis South Asia Edition
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Author : W. Carruthers
language : en
Publisher: Cambridge University Press
Release Date : 2015-04-10
Modern Methods Of Organic Synthesis South Asia Edition written by W. Carruthers and has been published by Cambridge University Press this book supported file pdf, txt, epub, kindle and other format this book has been release on 2015-04-10 with Political Science categories.
Textbook on modern methods of organic synthesis.
Sustainable Organic Synthesis
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Author : Dr Stefano Protti
language : en
Publisher: Royal Society of Chemistry
Release Date : 2021-10-29
Sustainable Organic Synthesis written by Dr Stefano Protti and has been published by Royal Society of Chemistry this book supported file pdf, txt, epub, kindle and other format this book has been release on 2021-10-29 with Science categories.
Recent years have seen huge growth in the area of sustainable chemistry. In order to meet the chemical needs of the global population whilst minimising impacts on health and the environment it is essential to keep reconsidering and improving synthetic processes. Sustainable Organic Synthesis is a comprehensive collection of contributions, provided by specialists in Green Chemistry, covering topics ranging from catalytic approaches to benign and alternative reaction media, and innovative and more efficient technologies.
Comprehensive Organic Synthesis
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Author : B. M. Trost
language : en
Publisher: Pergamon
Release Date : 1991-07-14
Comprehensive Organic Synthesis written by B. M. Trost and has been published by Pergamon this book supported file pdf, txt, epub, kindle and other format this book has been release on 1991-07-14 with Science categories.
The development of more effective routes to known materials and the production of new materials are important goals in many areas, including electronics, agriculture, medicine and textiles. Organic synthesis is central to achieving these goals. Comprehensive Organic Synthesisdraws together the common themes that underlie the many apparently disparate areas of organic chemistry which underpin synthetic strategies, thus providing a comprehensive overview of this important discipline. The contributions have been organized to reflect the way in which synthetic chemists approach a problem. In terms of organic molecules, the work is divided into formation of carbon-carbon bonds, introduction of heteroatoms and heteroatom interconversions. Thus, Volumes 1-5 focus on carbon-carbon formation, but also include aspects of heteroatom introduction. Volumes 6-8 concentrate on interconversion of heteroatoms, but also deal with exchange of carbon-carbon bonds for carbon-heteroatom bonds. Organization of the chapters is along the theme of selectivity, which is a critical question in determining the suitability of a synthetic method. Volume 9 contains cumulative author and subject indexes. Comprehensive Organic Synthesis will appeal to a wide audience. The set will be an essential reference work for all those seeking information on the solution of synthetic problems, whether they be experienced practitioners or chemists whose major interests lie outside organic synthesis. In addition, synthetic chemists requiring the essential facts in new areas, as well as students completely new to the field, will find Comprehensive Organic Synthesis an invaluable source, providing authoritative accounts of the essential facts and concepts.
Organic Synthesis Highlights V
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Author : Hans-Günther Schmalz
language : en
Publisher: John Wiley & Sons
Release Date : 2008-09-26
Organic Synthesis Highlights V written by Hans-Günther Schmalz and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2008-09-26 with Science categories.
Here, H.-G. Schmalz and T. Wirth have put together a collection of current contributions on the most important topics in organic chemistry all in one handy book. Like its successful predecessors, this volume provides readers with numerous articles on the current state of synthetic methods and their applications. The wide range covered by nearly forty contributions ensures a concise overview of the latest developments in the field, whether they be new methods of C-C bond formation or racemization, asymmetric phase-transfer catalysis or stereoselective metathesis reactions, solid phase reactions or particularly elegant syntheses of challenging natural products. Throughout, the highly renowned authors guarantee the exceptionally high quality of the articles, making this an indispensable read for everyone wanting to stay abreast of developments in organic chemistry.
Carbon Carbon Bond Formation
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Author : Robert L. Augustine (ed)
language : en
Publisher:
Release Date : 1979
Carbon Carbon Bond Formation written by Robert L. Augustine (ed) and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 1979 with categories.