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Organic Syntheses, Volume 94
Margaret Faul (Author)
9781119511946, Wiley
Hardback, published 14 September 2018
448 pages
22.9 x 15.8 x 2.8 cm, 0.862 kg
The current volume continues the tradition of the Organic Syntheses series, providing carefully checked and edited experimental procedures that describe important synthetic methods, transformations, reagents, and synthetic building blocks or intermediates with demonstrated utility in organic synthesis. These significant and interesting procedures should prove worthwhile to many synthetic chemists working in increasingly diverse areas. A trusted guide for professionals in organic and medicinal chemistry in academia, government, and industries, including pharmaceuticals, fine chemicals, agrochemicals, and biotechnological products.
Preparation of Aryl Alkyl Ketenes 1 Preparation of Diisopropylammonium Bis(catecholato)cyclohexylsilicate 16 Continuous Flow Hydration of Pyrazine-2-carbonitrile in a Manganese Dioxide Column Reactor 34 Site-Selective C-H Fluorination of Pyridines and Diazines with AgF2 46 Site-Selective C-H Fluorination of Pyridines and Diazines with AgF2 46 Ugi Multicomponent Reaction 54 Palladium-catalyzed External-CO-Free Reductive Carbonylation of Bromoarenes 66 Practical Syntheses of [2,2′-bipyridine]bis[3,5-difluoro-2- [5-(trifluoromethyl)-2 pyridinyl]phenyl]iridium(III) hexafluorophosphate, [Ir{dF(CF3)ppy}2(bpy)]PF6 and [4,4′-bis (tert-butyl) 2,2′-bipyridine]bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl]phenyl]iridium(III) hexafluorophosphate, [Ir{dF(CF3)ppy}2 (dbbpy)]PF6 77 (Z)-Enol p-Tosylate Derived from Methyl Acetoacetate: A Useful Cross-coupling Partner for the Synthesis of Methyl (Z)-3-Phenyl (or Aryl)-2-butenoate 93 Synthesis of Allenyl Mesylate by a Johnson-Claisen Rearrangement. Preparation of 3-(((tert-butyldiphenyl- silyl)oxy)methyl)penta-3,4-dien-1-yl methanesulfonate 109 Rhodium(I)-catalyzed Allenic Pauson–Khand Reaction 123 Dirhodium (II) tetrakis[N-4-bromo-1,8-naphthoyl-(S)-tert-leucinate] 136 Buta-2,3-dien-1-ol 153 Fragment Coupling and Formation of Quaternary Carbons by Visible-Light Photoredox Catalyzed Reaction of tert-Alkyl Hemioxalate Salts and Michael Acceptors 167 N-Methoxy-N-methylcyanoformamide 184 4-Cyano-2-methoxybenzenesulfonyl Chloride 198 Preparation of N-Trifluoromethylthiosaccharin: A Shelf-Stable Electrophilic Reagent for Trifluoromethylthiolation 217 Homologation of Boronic Esters with Lithiated Epoxides 234 Asymmetric Michael Reaction of Aldehydes and Nitroalkenes 252 Preparation of anti-1,3-Amino Alcohol Derivatives Through an Asymmetric Aldol-Tishchenko Reaction of Sulfinimines 259 Rhenium-Catalyzed ortho-Alkylation of Phenols 280 Enantioselective Preparation of 5-Oxo-5,6-dihydro-2H-pyran-2-yl phenylacetate via organocatalytic Dynamic Kinetic Asymmetric Transformation (DyKAT) 292 Preparation of Sodium Heptadecyl Sulfate (Tergitol-7i) 303 Catalytic Enantioselective Addition of Diethyl Phosphite to N-Thiophosphinoyl Ketimines: Preparation of (R)-Diethyl (1-Amino-1-phenylethyl)phosphonate 313 Water-promoted, Open-flask Synthesis of Amine-boranes: 2-Methylpyridine-borane (2-Picoline-borane) 332 Preparation of N-Sulfinyl Aldimines using Pyrrolidine as Catalyst via Iminium Ion Activation 346 Synthesis of N-Boc-N-Hydroxymethyl-L-phenylalaninal 358 Synthesis of Methyl trans-Oxazolidine-5-carboxylate, a Chiral Synthon for threo-β-Amino-α-hydroxy Acid 372 Preparation of Benzyl((R)-2-(4-(benzyloxy)phenyl)-2-((tert- butoxycarbonyl)amino)acetyl)-D-phenylalaninate using Umpolung Amide Synthesis 388
Nicholas D. Staudaher, Joseph Lovelace, Michael P. Johnson, and Janis Louie
Kingson Lin, Christopher B. Kelly, Matthieu Jouffroy, and Gary A.Molander
Claudio Battilocchio, Shing-Hing Lau, Joel M. Hawkins, and Steven V. Ley
Patrick S. Fier and John F. Hartwig
Patrick S. Fier and John F. Hartwig
André Boltjes, Haixia Liu, Haiping Liu, and Alexander Dömling
Hideyuki Konishi, Masataka Fukuda, Tsuyoshi Ueda, and Kei Manabe
Martins S. Oderinde and Jeffrey W. Johannes
Yuichiro Ashida, Hidefumi Nakatsuji, and Yoo Tanabe
Joseph E. Burchick. Jr., Sarah M. Wells, and Kay M. Brummond
Joseph E. Burchick. Jr., Sarah M. Wells, and Kay M. Brummond
Hélène Lebel, Henri Piras, and Johan Bartholoméüs
Hongwen Luo, Dengke Ma, and Shengming Ma
Christopher R. Jamison, Yuriy Slutskyy, and Larry E. Overman
Jeremy Nugent and Brett D. Schwartz
Elliott D. Bayle, Niall Igoe, and Paul V. Fish
Jiansheng Zhu, Chunhui Xu, Chunfa Xu, and Qilong Shen
Roly J. Armstrong and Varinder K. Aggarwal
Yujiro Hayashi and Shin Ogasawara
Pamela Mackey, Rafael Cano, Vera M. Foley, and Gerard P. McGlacken
Yoichiro Kuninobu, Masaki, Yamamoto, Mitsumi Nishi, Tomoyuki Yamamoto, Takashi Matsuki, Masahito Murai, and Kazuhiko Takai
Tamas Benkovics, Adrian Ortiz, Gregory L. Beutner, and Chris Sfouggatakis
Brent A. Banasik and Mansour Samadpour
Shaoquan Lin, Yasunari Otsuka, Liang Yin, Naoya Kumagai, and Masakatsu Shibasaki
Ameya S. Kulkarni and P. Veeraraghavan Ramachandran
Sara Morales, Alfonso García Rubia, Eduardo Rodrigo, José Luis Aceña, José Luis García Ruano, and M. Belén Cid
Jae Won Yoo, Youngran Seo, Dongwon Yoo, and Young Gyu Kim
Youngran Seo, Jae Won Yoo, Yoonjae Lee, Boram Lee, Bonghyun Kim, and Young Gyu Kim
Matthew T. Knowe, Sergey V. Tsukanov, and Jeffrey N. Johnston
Subject Areas: Chemistry [PN]
