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
