A Publication
of Reliable Methods
for the Preparation
of Organic Compounds
Annual Volume
Volume 92 (2015)
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One-pot Hydrozirconation/Copper-catalyzed Conjugate Addition of Alkylzirconocenes to Enones
David Arnold, Tanja Krainz, and Peter Wipf
Org. Synth. 2015, 92, 277
DOI: 10.15227/orgsyn.092.0277
Checked by: Koichi Fujiwara and John Wood

Reaction scheme
Phosphorus(III)-Mediated Reductive Condensation of α-Keto Esters and Protic Pronucleophiles
Wei Zhao and Alexander T. Radosevich
Org. Synth. 2015, 92, 267
DOI: 10.15227/orgsyn.092.0267
Checked by: Jared T. Moore and Brian M. Stoltz

Reaction scheme
Preparation of (S)-tert-ButylPyOx and Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids
Jeffrey C. Holder, Samantha E. Shockley, Mario P. Wiesenfeldt, Hideki Shimizu, and Brian M. Stoltz
Org. Synth. 2015, 92, 247
DOI: 10.15227/orgsyn.092.0247
Checked by: Brian M. Cochran and Margaret Faul

Reaction scheme
Aminocarbonylation Using Electron-rich Di-tert-butyl-phosphinoferrocene
Carl A. Busacca, Magnus C. Eriksson, Bo Qu, Heewon Lee, Zhibin Li, and Chris H. Senanayake
Org. Synth. 2015, 92, 237
DOI: 10.15227/orgsyn.092.0237
Checked by: Beau P. Pritchett, Nicholas R. O'Connor, and Brian M. Stoltz

Reaction scheme
Zirconium (IV) Chloride Catalyzed Amide Formation From Carboxylic acid and Amine: (S)-tert-Butyl 2-(Benzylcarbamoyl)pyrrolidine-1-carboxylate
Fredrik Tinnis, Helena Lundberg, Tove Kivijärvi and Hans Adolfsson
Org. Synth. 2015, 92, 227
DOI: 10.15227/orgsyn.092.0227
Checked by: Yuxing Wang and Huw M. L. Davies

Reaction scheme
Synthesis of Optically Active 1,2,3,4-Tetrahydroquinolines via Asymmetric Hydrogenation Using Iridium-Diamine Catalyst
Fei Chen, Zi-Yuan Ding, Yan-Mei He, and Qing-Hua Fan
Org. Synth. 2015, 92, 213
DOI: 10.15227/orgsyn.092.0213
Checked by: Douglass C. Duquette and Brian Stoltz

Reaction scheme
Palladium-catalyzed Buchwald-Hartwig Amination and Suzuki-Miyaura Cross-coupling Reaction of Aryl Mesylates
Shun Man Wong, Pui Ying Choy, On Ying Yuen, Chau Ming So, and Fuk Yee Kwong
Org. Synth. 2015, 92, 195
DOI: 10.15227/orgsyn.092.0195
Checked by: Kyohei Matsushita and Keisuke Suzuki

Reaction scheme
Asymmetric Synthesis of All-Carbon Benzylic Quaternary Stereocenters via Conjugate Addition to Alkylidene Meldrum’s Acids
Eric Beaton and Eric Fillion
Org. Synth. 2015, 92, 182
DOI: 10.15227/orgsyn.092.0182
Checked by: Li Zhang and Chris Senanayake

Reaction scheme
Synthesis of 2-Azido-1,3-dimethylimidazolinium Hexafluorophosphate (ADMP)
Mitsuru Kitamura and Kento Murakami
Org. Synth. 2015, 92, 171
DOI: 10.15227/orgsyn.092.0171
Checked by: Raul Leal and Richmond Sarpong

Reaction scheme
Synthesis of Phosphoryl Ynamides by Copper-Catalyzed Alkynylation of Phosphoramidates. Preparation of Diethyl Benzyl(oct-1-yn-1-yl)phosphoramidate
John M. Read, Yu-Pu Wang, and Rick L. Danheiser
Org. Synth. 2015, 92, 156
DOI: 10.15227/orgsyn.092.0156
Checked by: Erik Daa Funder and Erick M. Carreira

Reaction scheme
Preparation of 3,5-Dibromo-2-pyrone from Coumalic Acid
Hyun-Kyu Cho and Cheon-Gyu Cho
Org. Synth. 2015, 92, 148
DOI: 10.15227/orgsyn.092.0148
Checked by: Arata Nishii and Keisuke Suzuki

Reaction scheme
Ruthenium-Catalyzed Direct Oxidative Alkenylation of Arenes through Twofold C–H Bond Functionalization in Water: Synthesis of Ethyl (E)-3-(2-Acetamido-4-methylphenyl)acrylate
Lianhui Wang, Karsten Rauch, Alexander V. Lygin, Sergei I. Kozhushkov and Lutz Ackermann
Org. Synth. 2015, 92, 131
DOI: 10.15227/orgsyn.092.0131
Checked by: William Trieu and Margaret Faul

Reaction scheme
Copper(II) Triflate as Additive in Low Loading Au(I)-Catalyzed Hydroalkylation of Unactivated Alkenes
Weizhen Fang, Marc Presset, Amandine Guérinot, Christophe Bour, Sophie Bezzenine-Lafollée, and Vincent Gandon
Org. Synth. 2015, 92, 117
DOI: 10.15227/orgsyn.092.0117
Checked by: Pavel K. Elkin and Viresh H. Rawal

Reaction scheme
Preparation of N-(Boc)-Allylglycine Methyl Ester Using a Zinc-mediated, Palladium-catalyzed Cross-coupling Reaction
N. D. Prasad Atmuri and William D. Lubell
Org. Synth. 2015, 92, 103
DOI: 10.15227/orgsyn.092.0103
Checked by: Jean-Nicolas Desrosiers, Nizar Haddad, and Chris H. Senanayake

Reaction scheme
Preparation of Mono-Cbz Protected Guanidines
Kihyeok Kwon, Travis J. Haussener and Ryan E. Looper
Org. Synth. 2015, 92, 91
DOI: 10.15227/orgsyn.092.0091
Checked by: Joshua N. Payette and Mohammad Movassaghi

Reaction scheme
Palladium-catalyzed β -Selective C(sp3)-H Arylation of N-Boc-Piperidines
Anthony Millet and Olivier Baudoin
Org. Synth. 2015, 92, 76
DOI: 10.15227/orgsyn.092.0076
Checked by: Louis C. Morrill and Richmond Sarpong

Reaction scheme
Ligand-Accelerated ortho-C-H Olefination of Phenylacetic Acids
Keary M. Engle, Navid Dastbaravardeh, Peter S. Thuy-Boun, Dong-Hui Wang, Aaron C. Sather, and Jin-Quan Yu
Org. Synth. 2015, 92, 58
DOI: 10.15227/orgsyn.092.0058
Checked by: Sandeep N. Raikar and Huw M. L. Davies

Reaction scheme
Enantioselective Reductive Syn-Aldol Reactions of 4-Acryloylmorpholine: Preparation of (2R, 3S)-3-Hydroxy-2-methyl-1-morpholino-5-phenylpentan-1-one
Jason R. Abbott, Christophe Allais, and William R. Roush
Org. Synth. 2015, 92, 38
DOI: 10.15227/orgsyn.092.0038
Checked by: Simon Krautwald, Simon Breitler, and Erick M. Carreira

Reaction scheme
Preparation of Crystalline (Diisopinocampheyl)borane
Jason R. Abbott, Christophe Allais, and William R. Roush
Org. Synth. 2015, 92, 26
DOI: 10.15227/orgsyn.092.0026
Checked by: Simon Krautwald, Simon Breitler, and Erick M. Carreira

Reaction scheme
Synthesis of 4,4-Dimethoxybut-1-yne
James Deng, Yu-Pu Wang, and Rick L. Danheiser
Org. Synth. 2015, 92, 13
DOI: 10.15227/orgsyn.092.0013
Checked by: Yutaka Kobayashi and John L. Wood

Reaction scheme
Iridium-Catalyzed Enantioselective Allylic Vinylation with Potassium Alkenyltrifluoroborates
James Y. Hamilton, David Sarlah, and Erick M. Carreira
Org. Synth. 2015, 92, 1
DOI: 10.15227/orgsyn.092.0001
Checked by: Wen-bo (Boger) Liu, Seo-Jung Han, and Brian M. Stoltz

Reaction scheme

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All procedures and characterization data in OrgSyn are peer-reviewed and checked for reproducibility in the laboratory of a member of the Board of Editors