Vasyl Andrushko, Natalia Andrushko

Stereoselective Synthesis of Drugs and Natural Products, 2 Volume Set

Herausgeber: Andrushko, Vasyl; Andrushko, Natalia

• Gebundenes Buch

Produktbeschreibung

Emphasizing synthetic strategy and practice, Stereoselective Synthesis of Drugs and Natural Products features experimental procedures for stereoselective synthetic reactions applicable to drug targets and natural products. Compiling material from leading contributors into one cohesive resource, this practical resource on synthetic methodology, reaction mechanisms, and applications for medicinal chemistry and drug discovery explores strategy and interdisciplinary work, laboratory synthesis for natural products, the preparative aspects of stereoselective synthesis for drugs, natural products, and potential biologically active compounds. The text also features experimental procedures for the different reaction methods covered.

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Produktdetails

• Verlag: Wiley & Sons
• 1. Auflage
• Seitenzahl: 1836
• Erscheinungstermin: Dezember 2013
• Englisch
• Abmessung: 310mm x 244mm x 122mm
• Gewicht: 4808g
• ISBN-13: 9781118032176
• ISBN-10: 1118032179
• Artikelnr.: 36838911

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 ¿-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