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Improved Synthesis and Application of Planar-chiral Nucleophilic Catalysts in Asymmetric Reactions and Copper-catalyzed Enantioselective N-H Insertion Reactions

2007
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Release : 2007
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Book Synopsis Improved Synthesis and Application of Planar-chiral Nucleophilic Catalysts in Asymmetric Reactions and Copper-catalyzed Enantioselective N-H Insertion Reactions by : Elaine C. Lee

Download or read book Improved Synthesis and Application of Planar-chiral Nucleophilic Catalysts in Asymmetric Reactions and Copper-catalyzed Enantioselective N-H Insertion Reactions written by Elaine C. Lee. This book was released on 2007. Available in PDF, EPUB and Kindle. Book excerpt: The development of an improved synthesis of nucleophilic planar-chiral catalysts is described in Chapter 1. This route is amenable to scale-up and preparative chiral HPLC is unnecessary to resolve the racemic catalysts. Using planar-chiral catalysts, two synthetic methodology projects have been developed: Chapter 2 describes the first asymmetric synthesis of trans P-lactams, and Chapter 3 describes the asymmetric synthesis of tertiary a-chloroesters. In the chapter describing the asymmetric synthesis of trans [beta]-lactams, we present mechanistic data supporting a novel mechanism, in which the N-triflylimine, rather than the ketene, reacts with the catalyst first. In the chapter describing the asymmetric synthesis of tertiary a-chloroesters, we introduced an under-utilized commercially available chlorinating reagent (2,2,6,6-tetrachlorocyclohexanone). Finally, in chapter 4, the Cu-catalyzed asymmetric synthesis of [alpha]-aminoesters via an N-H insertion is described. We have demonstrated that carbamates such as BocNH2 and CbzNH2 are efficient coupling partners in reactions with a-diazoesters to generate highly useful Boc- or Cbz-protected a-aminoesters.

Copper-Catalyzed Asymmetric Synthesis

2013-12-30 Science
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Release : 2013-12-30
Genre : Science
Kind : eBook
Book Rating : 599/5 ( reviews)

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Book Synopsis Copper-Catalyzed Asymmetric Synthesis by : Alexandre Alexakis

Download or read book Copper-Catalyzed Asymmetric Synthesis written by Alexandre Alexakis. This book was released on 2013-12-30. Available in PDF, EPUB and Kindle. Book excerpt: This book reflects the increasing interest among the chemical synthetic community in the area of asymmetric copper-catalyzed reactions, and introduces readers to the latest, most significant developments in the field. The contents are organized according to reaction type and cover mechanistic and spectroscopic aspects as well as applications in the synthesis of natural products. A whole chapter is devoted to understanding how primary organometallics interact with copper to provide selective catalysts for allylic substitution and conjugate addition, both of which are treated in separate chapters. Another is devoted to the variety of substrates and experimental protocols, while an entire chapter covers the use on non-carbon nucleophiles. Other chapters deal with less-known reactions, such as carbometallation or the additions to imines and related systems, while the more established reactions cyclopropanation and aziridination as well as the use of copper (II) Lewis acids are warranted their own special chapters. Two further chapters concern the processes involved, as determined by mechanistic studies. Finally, a whole chapter is devoted to the synthetic applications. This is essential reading for researchers at academic institutions and professionals at pharmaceutical or agrochemical companies.

New Trends in Asymmetric Catalysis

2021-08-30 Science
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Release : 2021-08-30
Genre : Science
Kind : eBook
Book Rating : 720/5 ( reviews)

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Book Synopsis New Trends in Asymmetric Catalysis by : Giorgio Della Sala

Download or read book New Trends in Asymmetric Catalysis written by Giorgio Della Sala. This book was released on 2021-08-30. Available in PDF, EPUB and Kindle. Book excerpt: The synthesis of enantiopure organic compounds is a key issue for several applications in pharmacology, food chemistry, agricultural chemistry, perfumery, materials science and other industrial sectors. Nowadays, asymmetric catalysis is undoubtedly the most important tool to achieve this goal. This technology, in fact, enables the production of large amounts of enantiomerically enriched compounds, employing relatively small quantities of chiral enantiopure catalysts, which is exactly what is accomplished by enzymes in nature. Since the pioneering works of Noyori, Knowles and Sharpless, which later earned them the Nobel Prize in Chemistry, asymmetric catalysis has experienced a rapid and relentless development in the last fifty years. The tremendous expansion of enantioselective transformations, the design of novel and more efficient organometallic and organic catalysts, the development of sophisticated bioreactors and cell factories, are just some of the elements responsible for such growth. However, new challenges of asymmetric catalysis are devoted to enhancing the process’s sustainability, by the introduction of recyclable and low-cost catalysts, and the use of renewable starting materials and energy source. This book provides an overview of some of these development directions and comprises a collection of review papers and a research article authored by renowned researchers actively involved in this field. The topics covered by the review papers are photoredox-catalyzed reactions of imines, asymmetric catalytic electrosynthesis, cooperative catalysis of chiral N-heterocyclic carbenes and Lewis acid, and asymmetric ring-opening reactions of epoxides catalyzed by metal–salen complexes. The research article presents a proline-catalyzed aldol reaction in water–methanol solvent mixture.

Catalytic Methods in Asymmetric Synthesis

2011-09-27 Science
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Release : 2011-09-27
Genre : Science
Kind : eBook
Book Rating : 363/5 ( reviews)

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Book Synopsis Catalytic Methods in Asymmetric Synthesis by : Michelangelo Gruttadauria

Download or read book Catalytic Methods in Asymmetric Synthesis written by Michelangelo Gruttadauria. This book was released on 2011-09-27. Available in PDF, EPUB and Kindle. Book excerpt: This book covers advances in the methods of catalytic asymmetric synthesis and their applications. Coverage moves from new materials and technologies to homogeneous metal-free catalysts and homogeneous metal catalysts. The applications of several methodologies for the synthesis of biologically active molecules are discussed. Part I addresses recent advances in new materials and technologies such as supported catalysts, supports, self-supported catalysts, chiral ionic liquids, supercritical fluids, flow reactors and microwaves related to asymmetric catalysis. Part II covers advances and milestones in organocatalytic, enzymatic and metal-based mediated asymmetric synthesis, including applications for the synthesis of biologically active molecules. Written by leading international experts, this book consists of 16 chapters with 2000 References and illustrations of 560 schemes and figures.

Catalytic Asymmetric Synthesis

2022-06-15 Science
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Release : 2022-06-15
Genre : Science
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Book Rating : 390/5 ( reviews)

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Book Synopsis Catalytic Asymmetric Synthesis by : Takahiko Akiyama

Download or read book Catalytic Asymmetric Synthesis written by Takahiko Akiyama. This book was released on 2022-06-15. Available in PDF, EPUB and Kindle. Book excerpt: Catalytic Asymmetric Synthesis Seminal text presenting detailed accounts of the most important catalytic asymmetric reactions known today This book covers the preparation of enantiomerically pure or enriched chemical compounds by use of chiral catalyst molecules. While reviewing the most important catalytic methods for asymmetric organic synthesis, this book highlights the most important and recent developments in catalytic asymmetric synthesis. Edited by two well-qualified experts, sample topics covered in the work include: Metal catalysis, organocatalysis, photoredox catalysis, enzyme catalysis C–H bond functionalization reactions Carbon–carbon bond formation reactions, carbon–halogen bond formation reactions, hydrogenations, polymerizations, flow reactions Axially chiral compounds Retaining the best of its predecessors but now thoroughly up to date with the important and recent developments in catalytic asymmetric synthesis, the 4th edition of Catalytic Asymmetric Synthesis serves as an excellent desktop reference and text for researchers and students, from upper-level undergraduates all the way to experienced professionals in industry or academia.

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