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Organic Syntheses. Edition No. 1

  • ID: 5227473
  • Book
  • June 2019
  • 592 Pages
  • John Wiley and Sons Ltd
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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.
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Copper and Secondary Amine-Catalyzed Pyridine Synthesis from O-Acetyl Oximes and α,β-Unsaturated Aldehydes 1
Wei Wen Tan, Bin Wu, Ye Wei, and Naohiko Yoshikai

An Au/Zn-catalyzed Synthesis of N-Protected Indole via Annulation of N-Arylhydroxamic Acid and Alkyne 15
Xinpeng Cheng, Yanzhao Wang, and Liming Zha

Preparation of Fac-Tris(2-Phenylpyridinato) Iridium(III) 29
Kip A. Teegardin and Jimmie D. Weaver

Preparation of Cyclopent-2-enone Derivatives via the Aza-Piancatelli Rearrangement 46
Meghan F. Nichol, Luis Limon, and Javier Read de Alaniz

Catalytic, Metal-Free Oxidation of Primary Amines to Nitriles 60
Kyle M. Lambert, Sherif A. Eldirany, James M. Bobbitt, and William F. Bailey

Copper-Catalyzed Enantioselective Hydroamination of Alkenes 80
Richard Y. Liu and Stephen L. Buchwald

Preparation of 6H-Benzo[c]chromen-6-one 97
Yang Wang, Yi Shi, and Vladimir Gevorgya

Synthesis of N-Acyl Pyridinium-N-Aminides and Their Conversion to 4-Aminooxazoles via a Gold-Catalyzed Formal (3+2)-Dipolar Cycloaddition 112
Matthew P. Ball-Jones and Paul W. Davies

Preparation of Solid Organozinc Pivalates and Their Reaction in Pd-Catalyzed Cross-Couplings 127
Mario Ellwart, Yi-Hung Chen, Carl Phillip Tüllmann, Vladimir Malakhov, and Paul Knochel

Enantioselective Synthesis of (S)-Ethyl 2-((tert-butoxycarbonyl)((tertbutyldimethylsilyl) oxy)amino)-4 oxobutanoate 142
Thibault J. Harmand, Claudia E. Murar, Hikaru Takano, and Jeffrey W. Bode

Preparation of (S)-N-Boc-5-oxaproline 157
Claudia E. Murar, Thibault J. Harmand, Hikaru Takano, and Jeffrey W. Bode

Syntheses of Substituted 2-Cyano-benzothiazoles 177
Hendryk Würfel and Dörthe Jakobi

Preparation of N-(1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ylidene) nitramide 192
Emerson Teixeira da Silva, Adriana Marques Moraes, Adriele da Silva Araújo, and Marcus Vinícius Nora de Souza

Preparation of Alkyl Boronic Esters Using Radical-Polar Crossover Reactions of Vinylboron Ate Complexes 205
Marvin Kischkewitz and Armido Studer

Preparation of (pin)B–B(dan) 218
Hiroto Yoshida, Yuya Murashige, and Itaru Osaka

Discussion Addendum for: Preparation of a Carbazole-Based Macrocycle Via Precipitation-Driven Alkyne Metathesis 231
Christopher C. Pattillo, Morgan M. Cencer, and Jeffrey S. Moore

Hydrodecyanation by a Sodium Hydride-Iodide Composite 240
Guo Hao Chan, Derek Yiren Ong, and Shunsuke Chiba

Indole-Catalyzed Bromolactonization: Preparation of Bromolactone in Lipophilic Media 256
Zhihai Ke, Tao Chen, and Ying-Yeung Yeung

Discussion Addendum for: Stereoselective Synthesis of 3-Arylacrylates by Copper-Catalyzed Syn Hydroarylation [(E)-Methyl 3-phenyloct-2-enoate] 267
Yoshihiko Yamamoto

Modified McFadyen-Stevens Reaction for a Versatile Synthesis of Aromatic Aldehydes 276
Yuri Iwai and Jun Shimokawa

Discussion Addendum for: Facile Syntheses of Aminocyclopropanes: N,N-Dibenzyl-N-(2-ethenylcyclopropyl)amine [(Benzenemethanamine, N-(2-ethenylcyclopropyl)-N-(phenylmethyl)) 289
Armin de Meijere and Sergei I. Kozhushkov

(R)-2,2,2-Trichloro-1-phenylethyl (methylsulfonyl)oxycarbamate 310
Hélène Lebel, Henri Piras, and Johan Bartholoméüs

Large Scale Synthesis of Enantiomerically Pure (S)-3-(4-Bromophenyl)- butanoic Acid 328
J. Craig Ruble, H. George Vandeveer, and Antonio Navarro

Preparation of Tributyl(iodomethyl)stannane 345
Michael U. Luescher, Chalupat Jindakun, and Jeffrey W. Bode

Stannylamine Protocol (SnAP) Reagents for the Synthesis of C–Substituted Morpholines from Aldehydes 357
Michael U. Luescher, Chalupat Jindakun, and Jeffrey W. Bode

Trimethylsilyldiazo[13C]methane: A Versatile 13C-Labelling Reagent 374
Chris Nottingham and Guy C. Lloyd-Jones

Stereoretentive Iron-catalyzed Cross-coupling of an Enol Tosylate with MeMgBr 403
Takeshi Tsutsumi, Yuichiro Ashida, Hiroshi Nishikado, and Yoo Tanabe

Synthesis of Methyl 2-Bromo-3-oxocyclopent-1-ene-1-carboxylate 425
Rama Rao Tata and Michael Harmata

Discussion Addendum for: Preparation of (S)-tert-ButylPHOX and (S)-2-Allyl-2-Methylcyclohexanone 439
Alexander W. Sun and Brian M. Stoltz

Synthesis of Acyl Derivatives of Cotarnine 455
Laxmidhar Rout, Bibhuti Bhusan Parida, Ganngum Phaomei, Bertounesque Emmanuel, and Akhila Kumar Sahoo

Carbonyl-Olefin Metathesis for the Synthesis of Cyclic Olefins 472
Marc R. Becker, Katie A. Rykaczewski, Jacob R. Ludwig, and Corinna S. Schindler

Hexafluoro-2-propanol-promoted Intramolecular Friedel-Crafts Acylation 486
Rakesh H. Vekariya, Matthew C. Horton, and Jeffrey Aubé

Discussion Addendum for: Preparation of the COP Catalysts: [(S)-COP-OAc]2, [(S)-COP-Cl]2, and (S)-COP-hfacac 500
Jeffrey S. Cannon and Larry E. Overman

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Brian M. Stoltz
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