Freshly Printed - allow 7 days lead
Couldn't load pickup availability
Stereoselective Synthesis of Drugs and Natural Products, 2 Volume Set
Vasyl Andrushko (Edited by), V Andrushko (Author), Natalia Andrushko (Edited by)
9781118032176, Wiley
Hardback, published 29 November 2013
1836 pages
31 x 23.6 x 16.5 cm, 6.623 kg
“The work will also be very useful to those actively involved in the teaching of modern organic chemistry and synthetic methodologies, because it allows one to quickly compile several examples of applications of methods for a lecture and include details of the corresponding transition states without the need to obtain the original publications.” (Angew. Chem. Int. Ed, 1 May 2014)
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: 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.
Preface List of contributors List of symbols and abbreviations PART 1: GENERAL METHODS AND STRATEGIES Chapter 1: Principles, concepts and strategies of stereoselective synthesis Chapter 2: Chiral auxiliaries in drug synthesis Chapter 3: Solid-phase organic synthesis of drugs and natural products Chapter 4: Asymmetric phase-transfer catalysis Chapter 5: Microwave-assisted stereoselective synthesis Chapter 6: Application of micro reactor methodology for organic synthesis PART 2: STEREOSELECTIVE SYNTHESIS BY BOND FORMATION 2.1. STEREOSELECTIVE METHODS FOR C–C BOND FORMATION Chapter 7: Asymmetric α-alkylation of aldehydes, ketones and carboxylic acids Chapter 8: Asymmetric aldol reactions in the total syntheses of natural products Chapter 9: Asymmetric Michael addition and related reactions Chapter 10: Construction of polypropionate fragments in natural product synthesis Chapter 11: Organocatalytic conjugate addition in stereoselective synthesis Chapter 12: Stereoselective Nozaki-Hiyama-Kishi reaction 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 Chapter 15: Intramolecular oxycarbonylation in stereoselective synthesis Chapter 16: Stereoselective cycloaddition reactions Chapter 17: Sigmatropic rearrangements in stereoselective synthesis Chapter 18: Ring contraction reactions in the total synthesis of biologically active natural products Chapter 19: Electrocyclic reactions in stereoselective synthesis Chapter 20: Transannular cyclization in natural product total synthesis Chapter 21: Cascade reactions in stereoselective synthesis Chapter 22: Sulfur dioxide: a powerful tool for the stereoselective construction of C-C bonds Chapter 23: Transition metal C-H activation: application to stereoselective synthesis of natural products and drugs Chapter 24: Metathesis reactions in drug and natural product synthesis Chapter 25: Radicals in stereoselective C-C bond formation Chapter 26: Trifluoromethyl (CF3) group insertion methods in stereoselective synthesis Chapter 27: Stereoselective organocatalyzed C–C bond-forming reactions Chapter 28: Enzyme-catalysed stereoselective C–C bond formation reactions in total syntheses 2.2. STEREOSELECTIVE METHODS FOR C–H BOND FORMATION Chapter 29: Stereoselective hydrogenation of C=C bonds: application to drug and natural product synthesis Chapter 30: Asymmetric hydrogenation of C=O and C=N bonds in stereoselective synthesis Chapter 31: Asymmetric protonation of carbanions and polar double bonds: application to total syntheses Chapter 32: Organocatalytic reduction in stereoselective synthesis Chapter 33: Biocatalytic asymmetric reduction of C=O and activated C=C bonds in stereoselective synthesis 2.3. STEREOSELECTIVE METHODS FOR C–O BOND FORMATION Chapter 34: Transition-metal-catalyzed stereoselective oxidations in drug and natural product synthesis Chapter 35: Asymmetric epoxidation in stereoselective synthesis Chapter 36: Biocatalytic asymmetric oxidations in stereoselective synthesis Chapter 37: Ether transfer methodology: application to the synthesis of polyketide natural products Chapter 38: Stereoselective formation of 2-deoxyglycosidic bonds in biologically active natural products 2.4. STEREOSELECTIVE METHODS FOR C–N BOND FORMATION Chapter 39: Asymmetric hydroamination and reductive amination in total synthesis Chapter 40: Carboamination and alkylative cyclization with C-N bond formation in stereoselective syntheses Chapter 41: Cycloadditions with stereoselective C-N bond formation in total syntheses 2.5. STEREOSELECTIVE FORMATION OF OTHER C–HETEROATOM AND OTHER BONDS Chapter 42: Stereoselective halogenations Chapter 43: Stereoselective synthesis of halogenated natural products Chapter 44: Asymmetric fluorination methods: application in the stereoselective synthesis of fluorinated drugs Chapter 45: Enzymatic halogenation in stereoselective synthesis Chapter 46: Stereoselective carbon–sulfur (C–S) bond formation Chapter 47: Stereoselective methods for carbon-phosphorus (C–P) bond formation Chapter 48: Transition-metal-catalyzed asymmetric sulfoxidation in drug and natural product synthesis PART 3: METHODS OF ANALYSIS AND CHIRAL SEPARATION Chapter 49: NMR-Spectroscopy in drug and natural product analysis Chapter 50: Determination of enantiomeric purity and absolute configuration by NMR spectroscopy Chapter 51: Solid-state NMR spectroscopy in drug design and discovery Chapter 52: Capillary electrophoresis in chiral separations Chapter 53: Determination of absolute configuration using chiroptical methods Chapter 54: Chiral chromatographic methods in the analysis and purification of enantiomers Chapter 55: X-Ray crystallography and 1H NMR anisotropy methods for determination of absolute configurations Chapter 56: Crystallization based separation of enantiomers Chapter 57: Enzymatic dynamic kinetic resolution in stereoselective synthesis Subject index
Vasyl Andrushko and Natalia Andrushko
Stanley Chang, Shira D. Halperin, Jarod Moore and Robert Britton
Peter J. H. Scott
Kohsuke Ohmatsu, Daisuke Uraguchi, and Takashi Ooi
Yoann Coquerel, Evelina Colacino, Jean Rodriguez, Jean Martinez and Frédéric Lamaty
Paul Watts and Charlotte Wiles
Mark C. Kohler, Sarah E. Wengryniuk, and Don M. Coltart
Seijiro Hosokawa
Pengfei Li, Jun Wang and Fuk Yee Kwong
Maris Turks, Sylvain Laclef and Pierre Vogel
Adrien Quintard and Alexandre Alexakis
Pat Guiry and Gráinne Hargaden
Jamie T. Durrani and Matthew L. Clarke
Tibor Gracza
Tae-Kyung Lee and Jung-Mo Ahn
Brinton Seashore-Ludlow and Peter Somfai
Luiz F. Silva Jr.
Marcus A. Tius
Jiong Yang and Haoran Xue
Bor-Cherng Hong and Nitin S. Dange
Pierre Vogel, Dean Markovic and Mâris Turks
Mickaël Jean and Pierre van de Weghe
Akio Saito, Yuji Hanzawa
Josep Bonjoch, Ben Bradshaw and Faïza Diaba
Tsutomu Konno
Kazuo Nagasawa and Koji Yasui
Adeline Ranoux and Ulf Hanefeld
Natalia Andrushko and Vasyl Andrushko
Natalia Andrushko and Vasyl Andrushko
Thomas Poisson and Shu Kobayashi
Felix Kortmann and Adriaan Minnaard
Tomoko Matsuda, Rio Yamanaka and Kaoru Nakamura
Alessandro Scarso and Giorgio Strukul
Zhicai Yang
Anett Schallmey, Pablo Dominguez de Maria and Paula Bracco
Eric Stefan and Richard E. Taylor
Daisuke Takahashi and Kazunobu Toshima
Manas K. Ghorai, Deo Prakash Tiwari and Aditya Bhattacharyya
Manas K. Ghorai, Sandipan Halder and Sauvik Samanta
Guillaume Vincent
Chong Kiat Tan, Yi Zhao, Jing Zhou and Ying-Yeung Yeung
Takehiko Yoshimitsu
Vincent Bizet and Dominique Cahard
Cormac D. Murphy and Benjamin R. Clark
Kyungsoo Oh
Marcin Kalek and Jacek Stawinski
Alessandro Scarso and Giorgio Strukul
Stanisuaw Witkowski and Iwona Wawer
Thomas J. Wenzel
David A. Middleton and Simon G. Patching
Ans Hendrickx, Debby Mangelings and Yvan Vander Heyden
Joao Marcos Batista, Jr.
Arnau Novell and Cristina Minguillón
Nobuyuki Harada
Yaling Wang and Alex Chen
Francisca Rebolledo, Javier González-Sabín, and Vicente Gotor
Subject Areas: Chemistry [PN]
