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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 18, 1988 - Issue 11
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Original Articles

Alkaline Earth Metal Mediated Reduction of Azides to Amines

Samarendra N. Maiti Synphar Laboratories Inc., Edmonton, Alberta, Canada T6E 5V2 Faculty of Pharmacy & Pharmaceutical Sciences, University of Alberta, Edmonton, Canada, T6G 2N8
,
Paul Spevak Synphar Laboratories Inc., Edmonton, Alberta, Canada T6E 5V2 Faculty of Pharmacy & Pharmaceutical Sciences, University of Alberta, Edmonton, Canada, T6G 2N8
&
A. V. Narender Reddy Synphar Laboratories Inc., Edmonton, Alberta, Canada T6E 5V2 Faculty of Pharmacy & Pharmaceutical Sciences, University of Alberta, Edmonton, Canada, T6G 2N8
Pages 1201-1206 | Published online: 06 Dec 2006

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D. Amantini, F. Fringuelli, F. Pizza & L. Vaccaro. (2002) SELECTED METHODS FOR THE REDUCTION OF THE AZIDO GROUP. Organic Preparations and Procedures International 34:2, pages 109-147.
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H. Firouzabadi, M. Adibi & B. Zeynizadeh. (1998) Modified Borohydride Agents; Efficient Reduction of Azides with (1,4-Diazabicyclo[2.2.2]octane) (Tetrahydroborato)zinc Complex [Zn(BH4)2(dabco)] and Methyltriphenylphosphonium Tetrahydroborate [MePh3P+BH4 −]. Synthetic Communications 28:7, pages 1257-1273.
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JitenderM. Khurana, AmitaGogia neé Puri & RameshK. Bankhwal. (1997) Chemoselective Reduction of Vicinal-Dihalides with Mg-MeOH via SET. Synthetic Communications 27:10, pages 1801-1809.
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H. Surya Prakash rao & P. Siva. (1994) Facile Reduction of Azides with Sodium Borohydride/Copper (II) Sulphate System. Synthetic Communications 24:4, pages 549-555.
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S. Szönyi, A. Ayari, M. Nasreddine & A. Cambon. (1991) Synthesis of New F-Alkyl β-Amino Alcohols. Synthetic Communications 21:6, pages 733-740.
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Articles from other publishers (22)

Takahiro Aimi, Tomohiro Meguro, Akihiro Kobayashi, Takamitsu Hosoya & Suguru Yoshida. (2021) Nucleophilic transformations of azido-containing carbonyl compounds via protection of the azido group . Chemical Communications 57:49, pages 6062-6065.
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Jie Yan, Paula Facal Marina & Anton Blencowe. (2021) A Facile Strategy for the High Yielding, Quantitative Conversion of Polyglycol End-Groups to Amines. Polymers 13:9, pages 1403.
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Richard C. LarockRichard C. Larock & Alexandre A. Pletnev. 2018. Comprehensive Organic Transformations. Comprehensive Organic Transformations 1 10 .
Noriyoshi Arai, Nozomi Onodera & Takeshi Ohkuma. (2016) Efficient chemoselective hydrogenation of organic azides catalyzed by palladium nanoparticles with alkyne-derived homogeneous supports. Tetrahedron Letters 57:37, pages 4183-4186.
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Gade Kishore, Vibha Gautam & Srinivasan Chandrasekaran. (2014) Novel synthesis of carbohydrate fused α-amino γ-lactams and glycopeptides by NIS mediated ring opening of donor–acceptor substituted cyclopropanes. Carbohydrate Research 390, pages 1-8.
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Sven Nerdinger, Gerhard Laus, Volker Kahlenberg & Herwig Schottenberger. (2014) Improved Synthesis of Antipsychotic Drug Bifeprunox. HETEROCYCLES 88:2, pages 1655.
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Hiroki Tanimoto & Kiyomi Kakiuchi. (2013) Recent Applications and Developments of Organic Azides in Total Synthesis of Natural Products. Natural Product Communications 8:7, pages 1934578X1300800.
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Toshio Honda. (2010) Development of Samarium Diiodide-Promoted Regioselective Carbon-Carbon Bond Cleavage Reaction of γ-Halo- and ε-Halo-α,β-unsaturated Carbonyl Compounds: Application to the Synthesis of Biologically Active Natural Products. HETEROCYCLES 81:12, pages 2719.
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Zvi RappoportG. V. Boyd. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
Stephen Hanessian, Benoît Deschênes-Simard & Daniel Simard. (2009) Exploring the unique reactivities of heterobicyclic tetrazoles—access to functionally diverse and versatile heterocyclic scaffolds. Tetrahedron 65:33, pages 6656-6669.
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Jitender M. Khurana, Vandana Sharma & Silvi A. Chacko. (2007) Deoxygenation of sulfoxides, selenoxides, telluroxides, sulfones, selenones and tellurones with Mg–MeOH. Tetrahedron 63:4, pages 966-969.
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X.Eric Hu, Nick K Kim, Benoit Ledoussal & Anny-Odile Colson. (2002) Regio- and stereo-controlled copper organometallic addition to a piperidinyl aziridine: synthesis of trans 3-amino-4-alkyl-piperidines. Tetrahedron Letters 43:23, pages 4289-4293.
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Md. T. Hossain & Jack W. Timberlake. (2001) Rearrangements in the Reduction of 3-Iodobicyclo[1.1.1]pentyl Azide with Lithium Aluminum Hydride:  Mechanistic Evidence of Intermediates. The Journal of Organic Chemistry 66:12, pages 4409-4412.
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Robert O. Hutchins & MaryGail K. Hutchins. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Corrado Malanga, Serena Mannucci & Luciano Lardicci. (2019) Nickel Mediated Reduction of Azides by Bu 3 Snh . Journal of Chemical Research 2000:6, pages 256-257.
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Mukulesh Baruah, Akhtara Hussain, Dipak Prajapati & Jagir S. Sandhu. (1997) A New and Efficient Method for the Chemoselective Reduction of Azidoarenes and Aroylazides: Use of Zinc-Cobalt Chloride. Chemistry Letters 26:8, pages 789-790.
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Mukulesh Baruah, Anima Boruah, Dipak Prajapati, Jagir S. Sandhu & Anil C. Ghosh. (1996) A new method for the chemoselective reduction of aryl and aroylazides. Tetrahedron Letters 37:26, pages 4559-4560.
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Catherine Goulaouic-Dubois & Manfred Hesse. (1995) Efficient reduction of azides with samarium diiodide. Tetrahedron Letters 36:41, pages 7427-7430.
Crossref
. 1992. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 141 164 .
Thomas L. Gilchrist. 1991. Comprehensive Organic Synthesis. Comprehensive Organic Synthesis 381 402 .
Marti Bartra, Pedro Romea, Fèlix Urpí & Jaume Vilarrasa. (1990) A fast procedure for the reduction of azides and nitro compounds based on the reducing ability of Sn(SR)3-species. Tetrahedron 46:2, pages 587-594.
Crossref
S. N. MAITI, P. SPEVAK & A. V. N. REDDY. (1989) ChemInform Abstract: Alkaline Earth Metal-Mediated Reduction of Azides (I) to Amines (II).. ChemInform 20:8.
Crossref

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