Stereoselective Synthesis of Drugs and Natural Products (eBook, PDF)

Redaktion: Andrushko, Vasyl; Andrushko, Natalia

• Format: PDF

Produktbeschreibung

Brings together the best tested and proven stereoselective synthetic methods Both the chemical and pharmaceutical industries are increasingly dependent on stereoselective synthetic methods and strategies for the generation of new chiral drugs and natural products that offer specific 3-D structures. With the publication of Stereoselective Synthesis of Drugs and Natural Products, researchers can turn to this comprehensive two-volume work to guide them through all the core methods for the synthesis of chiral drugs and natural products. Stereoselective Synthesis of Drugs and Natural Products features contributions from an international team of synthetic chemists and pharmaceutical and natural product researchers. These authors have reviewed the tremendous body of literature in the field in order to compile a set of reliable, tested, and proven methods alongside step-by-step guidance. This practical resource not only explores synthetic methodology, but also reaction mechanisms and applications in medicinal chemistry and drug discovery. The publication begins with an introductory chapter covering general principles and methodologies, nomenclature, and strategies of stereoselective synthesis. Next, it is divided into three parts: * Part One: General Methods and Strategies * Part Two: Stereoselective Synthesis by Bond Formation including * C-C bond formation * C-H bond formation * C-O bond formation * C-N bond formation * Other C-heteroatom formation and other bond formation * Part Three: Methods of Analysis and Chiral Separation References in every chapter serve as a gateway to the literature in the field. With this publication as their guide, chemists involved in the stereoselective synthesis of drugs and natural products now have a single, expertly edited source for all the methods they need.

---

Dieser Download kann aus rechtlichen Gründen nur mit Rechnungsadresse in A, B, BG, CY, CZ, D, DK, EW, E, FIN, F, GR, HR, H, IRL, I, LT, L, LR, M, NL, PL, P, R, S, SLO, SK ausgeliefert werden.

Produktdetails

• Verlag: John Wiley & Sons
• Seitenzahl: 1836
• Erscheinungstermin: 16. August 2013
• Englisch
• ISBN-13: 9781118628331
• Artikelnr.: 39420455

Autorenporträt

Vasyl Andrushko is Research Scientist at Karlsruhe Institute of Technology where he researches in the areas of organic synthetic chemistry, asymmetric catalysis with application in stereoselective drug synthesis and as well as catalysis in alternative reaction media, organometallic chemistry, supramolecular and cluster chemistry. He has published 16 papers on topics directly related to stereoselective drug synthesis. Natalia Andrushko is a scientist at the Leibniz-Institute for Catalysis at the University of Rostock where she researches in the areas of organic and bioorganic chemistry, stereoselective synthesis of drugs and asymmetric catalysis. She has published 16 papers on topics directly related to stereoselective drug synthesis.

Inhaltsangabe

Preface List of contributors List of symbols and abbreviations PART 1:
GENERAL METHODS AND STRATEGIES Chapter 1: Principles, concepts and
strategies of stereoselective synthesis Vasyl Andrushko and Natalia
Andrushko Chapter 2: Chiral auxiliaries in drug synthesis Stanley Chang,
Shira D. Halperin, Jarod Moore and Robert Britton Chapter 3: Solid-phase
organic synthesis of drugs and natural products Peter J. H. Scott Chapter
4: Asymmetric phase-transfer catalysis Kohsuke Ohmatsu, Daisuke Uraguchi,
and Takashi Ooi Chapter 5: Microwave-assisted stereoselective synthesis
Yoann Coquerel, Evelina Colacino, Jean Rodriguez, Jean Martinez and
Frédéric Lamaty Chapter 6: Application of micro reactor methodology for
organic synthesis Paul Watts and Charlotte Wiles PART 2: STEREOSELECTIVE
SYNTHESIS BY BOND FORMATION 2.1. STEREOSELECTIVE METHODS FOR C-C BOND
FORMATION Chapter 7: Asymmetric alpha-alkylation of aldehydes, ketones and
carboxylic acids Mark C. Kohler, Sarah E. Wengryniuk, and Don M. Coltart
Chapter 8: Asymmetric aldol reactions in the total syntheses of natural
products Seijiro Hosokawa Chapter 9: Asymmetric Michael addition and
related reactions Pengfei Li, Jun Wang and Fuk Yee Kwong Chapter 10:
Construction of polypropionate fragments in natural product synthesis Maris
Turks, Sylvain Laclef and Pierre Vogel Chapter 11: Organocatalytic
conjugate addition in stereoselective synthesis Adrien Quintard and
Alexandre Alexakis Chapter 12: Stereoselective Nozaki-Hiyama-Kishi reaction
Pat Guiry and Gráinne Hargaden Chapter 13: Transition-metal-catalyzed
asymmetric C-C cross-couplings in stereoselective synthesis Vasiliki Sarli
Chapter 14: Asymmetric hydroformylation, hydroxy- and alkoxycarbonylation
for stereoselective synthesis Jamie T. Durrani and Matthew L. Clarke
Chapter 15: Intramolecular oxycarbonylation in stereoselective synthesis
Tibor Gracza Chapter 16: Stereoselective cycloaddition reactions Tae-Kyung
Lee and Jung-Mo Ahn Chapter 17: Sigmatropic rearrangements in
stereoselective synthesis Brinton Seashore-Ludlow and Peter Somfai Chapter
18: Ring contraction reactions in the total synthesis of biologically
active natural products Luiz F. Silva Jr. Chapter 19: Electrocyclic
reactions in stereoselective synthesis Marcus A. Tius Chapter 20:
Transannular cyclization in natural product total synthesis Jiong Yang and
Haoran Xue Chapter 21: Cascade reactions in stereoselective synthesis
Bor-Cherng Hong and Nitin S. Dange Chapter 22: Sulfur dioxide: a powerful
tool for the stereoselective construction of C-C bonds Pierre Vogel, Dean
Markovic and Mâris Turks Chapter 23: Transition metal C-H activation:
application to stereoselective synthesis of natural products and drugs
Mickaël Jean and Pierre van de Weghe Chapter 24: Metathesis reactions in
drug and natural product synthesis Akio Saito, Yuji Hanzawa Chapter 25:
Radicals in stereoselective C-C bond formation Josep Bonjoch, Ben Bradshaw
and Faïza Diaba Chapter 26: Trifluoromethyl (CF3) group insertion methods
in stereoselective synthesis Tsutomu Konno Chapter 27: Stereoselective
organocatalyzed C-C bond-forming reactions Kazuo Nagasawa and Koji Yasui
Chapter 28: Enzyme-catalysed stereoselective C-C bond formation reactions
in total syntheses Adeline Ranoux and Ulf Hanefeld 2.2. STEREOSELECTIVE
METHODS FOR C-H BOND FORMATION Chapter 29: Stereoselective hydrogenation of
C=C bonds: application to drug and natural product synthesis Natalia
Andrushko and Vasyl Andrushko Chapter 30: Asymmetric hydrogenation of C=O
and C=N bonds in stereoselective synthesis Natalia Andrushko and Vasyl
Andrushko Chapter 31: Asymmetric protonation of carbanions and polar double
bonds: application to total syntheses Thomas Poisson and Shu Kobayashi
Chapter 32: Organocatalytic reduction in stereoselective synthesis Felix
Kortmann and Adriaan Minnaard Chapter 33: Biocatalytic asymmetric reduction
of C=O and activated C=C bonds in stereoselective synthesis Tomoko Matsuda,
Rio Yamanaka and Kaoru Nakamura 2.3. STEREOSELECTIVE METHODS FOR C-O BOND
FORMATION Chapter 34: Transition-metal-catalyzed stereoselective oxidations
in drug and natural product synthesis Alessandro Scarso and Giorgio Strukul
Chapter 35: Asymmetric epoxidation in stereoselective synthesis Zhicai Yang
Chapter 36: Biocatalytic asymmetric oxidations in stereoselective synthesis
Anett Schallmey, Pablo Dominguez de Maria and Paula Bracco Chapter 37:
Ether transfer methodology: application to the synthesis of polyketide
natural products Eric Stefan and Richard E. Taylor Chapter 38:
Stereoselective formation of 2-deoxyglycosidic bonds in biologically active
natural products Daisuke Takahashi and Kazunobu Toshima 2.4.
STEREOSELECTIVE METHODS FOR C-N BOND FORMATION Chapter 39: Asymmetric
hydroamination and reductive amination in total synthesis Manas K. Ghorai,
Deo Prakash Tiwari and Aditya Bhattacharyya Chapter 40: Carboamination and
alkylative cyclization with C-N bond formation in stereoselective syntheses
Manas K. Ghorai, Sandipan Halder and Sauvik Samanta Chapter 41:
Cycloadditions with stereoselective C-N bond formation in total syntheses
Guillaume Vincent 2.5. STEREOSELECTIVE FORMATION OF OTHER C-HETEROATOM AND
OTHER BONDS Chapter 42: Stereoselective halogenations Chong Kiat Tan, Yi
Zhao, Jing Zhou and Ying-Yeung Yeung Chapter 43: Stereoselective synthesis
of halogenated natural products Takehiko Yoshimitsu Chapter 44: Asymmetric
fluorination methods: application in the stereoselective synthesis of
fluorinated drugs Vincent Bizet and Dominique Cahard Chapter 45: Enzymatic
halogenation in stereoselective synthesis Cormac D. Murphy and Benjamin R.
Clark Chapter 46: Stereoselective carbon-sulfur (C-S) bond formation
Kyungsoo Oh Chapter 47: Stereoselective methods for carbon-phosphorus (C-P)
bond formation Marcin Kalek and Jacek Stawinski Chapter 48:
Transition-metal-catalyzed asymmetric sulfoxidation in drug and natural
product synthesis Alessandro Scarso and Giorgio Strukul PART 3: METHODS OF
ANALYSIS AND CHIRAL SEPARATION Chapter 49: NMR-Spectroscopy in drug and
natural product analysis Stanisuaw Witkowski and Iwona Wawer Chapter 50:
Determination of enantiomeric purity and absolute configuration by NMR
spectroscopy Thomas J. Wenzel Chapter 51: Solid-state NMR spectroscopy in
drug design and discovery David A. Middleton and Simon G. Patching Chapter
52: Capillary electrophoresis in chiral separations Ans Hendrickx, Debby
Mangelings and Yvan Vander Heyden Chapter 53: Determination of absolute
configuration using chiroptical methods Joao Marcos Batista, Jr. Chapter
54: Chiral chromatographic methods in the analysis and purification of
enantiomers Arnau Novell and Cristina Minguillón Chapter 55: X-Ray
crystallography and 1H NMR anisotropy methods for determination of absolute
configurations Nobuyuki Harada Chapter 56: Crystallization based separation
of enantiomers Yaling Wang and Alex Chen Chapter 57: Enzymatic dynamic
kinetic resolution in stereoselective synthesis Francisca Rebolledo, Javier
González-Sabín, and Vicente Gotor Subject index