Dunn / Hii / Krische Sustainable Catalysis

Challenges and Practices for the Pharmaceutical and Fine Chemical Industries
1. Auflage 2013
ISBN: 978-1-118-35451-3
Verlag: John Wiley & Sons
Format: EPUB
Kopierschutz: Adobe DRM (»Systemvoraussetzungen)

E-Book, Englisch, 440 Seiten, E-Book

Opens the door to the sustainable production ofpharmaceuticals and fine chemicals
Driven by both public demand and government regulations,pharmaceutical and fine chemical manufacturers are increasinglyseeking to replace stoichiometric reagents used in synthetictransformations with catalytic routes in order to develop greener,safer, and more cost-effective chemical processes. This booksupports the discovery, development, and implementation of newcatalytic methodologies on a process scale, opening the door to thesustainable production of pharmaceuticals and fine chemicals.
Pairing contributions from leading academic and industrialresearchers, Sustainable Catalysis focuses on key areas thatare particularly important for the fine chemical and pharmaceuticalindustries, including chemo-, bio-, and organo-catalytic approachesto C-H, C-N, and C-C bond-forming reactions.Chapters include academic overviews of current innovations andindustrial case studies at the process scale, providing newinsights into green catalytic methodologies from proof-of-conceptto their applications in the synthesis of target organicmolecules.
Sustainable Catalysis provides the foundation needed todevelop sustainable green synthetic procedures, with coverage ofsuch emerging topics as:
* Catalytic reduction of amides avoiding LiAlH4 or B2H6
* Synthesis of chiral amines using transaminases
* Industrial applications of boric acid and boronic acidcatalyzed direct amidation reactions
* C-H activation of heteroaromatics
* Organocatalysis for asymmetric synthesis
Offering a balanced perspective on current limitations,challenges, and solutions, Sustainable Catalysis isrecommended for synthetic organic chemists seeking to develop newmethodologies and for industrial chemists dedicated to large-scaleprocess development.

Autoren/Hrsg.

Dunn, Peter

Hii, K. K. (Mimi)

Krische, Michael J.

Williams, Michael T.

Inhaltsverzeichnis

Foreword vii
Preface ix
Contributors xi
Abbreviations xiii
1 Catalytic Reduction of Amides Avoiding LiAlH4 or B2H6 1
Deborah L. Dodds and David J. Cole-Hamilton
2 Hydrogenation of Esters 37
Lionel A. Saudan
3 Synthesis of Chiral Amines Using Transaminases 63
Nicholas J. Turner and Matthew D. Truppo
4 Development of a Sitagliptin Transaminase 75
Jacob M. Janey
5 Direct Amide Formation Avoiding Poor Atom Economy Reagents89
Benjamin M. Monks and Andrew Whiting
6 Industrial Applications of Boric Acid and BoronicAcid-Catalyzed Direct Amidation Reactions 111
Joanne E. Anderson, Jannine Cobb, Roman Davis, Peter J. Dunn,Russ N. Fitzgerald, and Alan J. Pettman
7 OH Activation for Nucleophilic Substitution 121
Jonathan M.J. Williams
8 Application of a Redox-Neutral Alcohol Amination in theKilogram-Scale Synthesis of a GlyT1 Inhibitor 139
Martin A. Berliner
9 Olefin Metathesis: From Academic Concepts to CommercialCatalysts 163
Justyna Czaban, Christian Torborg, and Karol Grela
10 Challenge and Opportunity in Scaling-up Metathesis Reaction:Synthesis of Ciluprevir (BILN 2061) 215
Nathan Yee, Xudong Wei, and Chris Senanayake
11 C-H Activation of Heteroaromatics 233
Koji Hirano and Masahiro Miura
12 The Discovery of a New Pd/Cu Catalytic System for C-HArylation and Its Applications in a Pharmaceutical Process269
Jinkun Huang, Xiang Wang, and Johann Chan
13 Diarylprolinol Silyl Ethers: Development and Application asOrganocatalysts 287
Hiroaki Gotoh and Yujiro Hayashi
14 Organocatalysis for Asymmetric Synthesis: From Lab to Factory317
Feng Xu
15 Catalytic Variants of Phosphine Oxide-Mediated OrganicTransformations 339
Stephen P. Marsden
16 Formation of C-C Bonds Via Catalytic Hydrogenation andTransfer Hydrogenation 363
Joseph Moran and Michael J. Krische
Index 409

Über Autor(innen)

PETER J. DUNN, PhD, is Global Green Chemistry Lead forPfizer. Dr. Dunn has played a key role in the development ofcommercial processes to make several drugs, including Viagra(TM),Emselex(TM), Revatio(TM), and Sampatrilat.
K. K. (MIMI) HII, PhD, holds a Readership in Catalysis inthe Department of Chemistry at Imperial College London. Herresearch focuses on the development of sustainable catalyticprocesses for organic synthesis.
MICHAEL J. KRISCHE, PhD, is Director of the Center forGreen Chemistry and Catalysis and Robert A. Welch Chair in Scienceat The University of Texas at Austin. He is the recipient of theTetrahedron Young Investigator Award, Humboldt Prize, PresidentialGreen Chemistry Challenge Award, and ACS Elias J. Corey Award.
MICHAEL T. WILLIAMS, PhD, is an independent consultant.Previously, he was an executive director at Pfizer and played a keyrole in the development and commercialization of many drugs,including Zoloft(TM), Viagra(TM), and Relpax(TM).