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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 13
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Original Articles

(p-Dimethylaminophenyl) Diphenylphosphine: A More Practical Phosphine in the Mitsunobu Reaction

Mark von Itzstein Department of Pharmaceutical Chemistry, Victorian College of Pharmacy, 381 Royal Parade, Parkville, Victoria, Australia, 3052
&
Mauro Mocerino Department of Pharmaceutical Chemistry, Victorian College of Pharmacy, 381 Royal Parade, Parkville, Victoria, Australia, 3052
Pages 2049-2057 | Received 30 Apr 1990, Published online: 24 Oct 2006

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N. Iranpoor, H. Firouzabadi, H. Bahador & A. Jamalian. (2010) Heterogeneous Thiocyanation of Benzylic Alcohols and Silyl and THP Ethers, and Deprotection of Silyl and THP-Ethers by [PCl3-n(SiO2)n] (Silphos). Phosphorus, Sulfur, and Silicon and the Related Elements 185:9, pages 1972-1978.
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L. Kovács, Z. Timár & B. Penke. (1999) Synthesis of Peptide Nucleic Acid Monomers. Nucleosides and Nucleotides 18:4-5, pages 727-729.
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DavidL. Hughes. (1996) PROGRESS IN THE MITSUNOBU REACTION. A REVIEW. Organic Preparations and Procedures International 28:2, pages 127-164.
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Articles from other publishers (27)

Kyosuke Kaneda, Takato Koideya, Ryuji Toshima, Yoshiki Konno & Takehiro Yamagishi. (2024) Synthesis and structural characterization of benzene-1,3-disulfonamide-containing 11- to 13-membered heterocycles via double Mitsunobu annulation. Chemistry Letters 53:1.
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Danica R. Cullen, Ashlee Gallagher, Caitlin L. Duncan, Jutharat Pengon, Roonglawan Rattanajak, Jason Chaplin, Hendra Gunosewoyo, Sumalee Kamchonwongpaisan, Alan Payne & Mauro Mocerino. (2021) Synthesis and evaluation of tetrahydroisoquinoline derivatives against Trypanosoma brucei rhodesiense. European Journal of Medicinal Chemistry 226, pages 113861.
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Stephen P. Marsden. 2013. Sustainable Catalysis. Sustainable Catalysis 339 361 .
Najmeh NowrouziMohammad Zareh Jonaghani. (2012) Highly selective mono-N-benzylation and amidation of amines with alcohols or carboxylic acids using the Ph 2 PCl/I 2 /imidazole reagent system . Canadian Journal of Chemistry 90:6, pages 498-509.
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Takanori Iwasaki, Yusuke Maegawa, Takashi Ohshima & Kazushi Mashima. 2001. Kirk-Othmer Encyclopedia of Chemical Technology. Kirk-Othmer Encyclopedia of Chemical Technology 1 33 .
Shoko Yamazaki, Yuta Maenaka, Ken Fujinami & Yuji Mikata. (2012) Triphenylphosphine-mediated reaction of dialkyl azodicarboxylate with activated alkenes leading to pyrazolines. RSC Advances 2:21, pages 8095.
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Marek Figlus, Natalie Wellaway, Anthony W. J. Cooper, Steven L. Sollis & Richard C. Hartley. (2011) Synthesis of Arrays Using Low Molecular Weight MPEG-Assisted Mitsunobu Reaction. ACS Combinatorial Science 13:3, pages 280-285.
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Najmeh Nowrouzi, Abdol Mohammad Mehranpour & Javad Ameri Rad. (2010) A simple and convenient method for preparation of carboxylic acid alkyl esters, phenolic and thioesters using chlorodiphenylphosphine/I2 and imidazole reagent system. Tetrahedron 66:50, pages 9596-9601.
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Zerong Wang. 2010. Comprehensive Organic Name Reactions and Reagents. Comprehensive Organic Name Reactions and Reagents 1955 1961 .
Nasser Iranpoor, Habib Firouzabadi & Dariush Khalili. (2010) 5,5′-Dimethyl-3,3′-azoisoxazole as a new heterogeneous azo reagent for esterification of phenols and selective esterification of benzylic alcohols under Mitsunobu conditions. Organic & Biomolecular Chemistry 8:19, pages 4436.
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Junzo Otera & Joji Nishikido. 2009. Esterification. Esterification 325 361 .
K. C. Kumara Swamy, N. N. Bhuvan Kumar, E. Balaraman & K. V. P. Pavan Kumar. (2009) Mitsunobu and Related Reactions: Advances and Applications. Chemical Reviews 109:6, pages 2551-2651.
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Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis.
Nasser Iranpoor, Habib Firouzabadi & Roya Azadi. (2006) A new diphenylphosphinite ionic liquid (IL-OPPh2) as reagent and solvent for highly selective bromination, thiocyanation or isothiocyanation of alcohols and trimethylsilyl and tetrahydropyranyl ethers. Tetrahedron Letters 47:31, pages 5531-5534.
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Eduardo A. Véliz & Peter A. Beal. (2006) Mitsunobu reactions of nucleoside analogs using triisopropyl phosphite–DIAD. Tetrahedron Letters 47:18, pages 3153-3156.
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Jean‐Christophe Poupon, Alessandro A. Boezio & André B. Charette. (2006) Tetraarylphosphonium Salts as Solubility‐Control Groups: Phosphonium‐Supported Triphenylphosphine and Azodicarboxylate Reagents. Angewandte Chemie International Edition 45:9, pages 1415-1420.
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Jean‐Christophe Poupon, Alessandro A. Boezio & André B. Charette. (2006) Tetraarylphosphonium Salts as Solubility‐Control Groups: Phosphonium‐Supported Triphenylphosphine and Azodicarboxylate Reagents. Angewandte Chemie 118:9, pages 1443-1448.
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Sivaraman Dandapani & Dennis P. Curran. (2004) Separation‐Friendly Mitsunobu Reactions: A Microcosm of Recent Developments in Separation Strategies. Chemistry – A European Journal 10:13, pages 3130-3138.
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Roman Dembinski. (2004) Recent Advances in the Mitsunobu Reaction: Modified Reagents and the Quest for Chromatography‐Free Separation. European Journal of Organic Chemistry 2004:13, pages 2763-2772.
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Sivaraman Dandapani. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Gernot A. Strohmeier & C. Oliver Kappe. (2004) Combinatorial Synthesis of Functionalized 1,3‐Thiazine Libraries Using a Combined Polymer‐Supported Reagent/Catch‐and‐Release Strategy. Angewandte Chemie International Edition 43:5, pages 621-624.
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Gernot A. Strohmeier & C. Oliver Kappe. (2004) Combinatorial Synthesis of Functionalized 1,3‐Thiazine Libraries Using a Combined Polymer‐Supported Reagent/Catch‐and‐Release Strategy. Angewandte Chemie 116:5, pages 631-634.
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Kathryn E. Elson, Ian D. Jenkins & Wendy A. Loughlin. (2003) The Hendrickson reagent and the Mitsunobu reaction: a mechanistic study. Org. Biomol. Chem. 1:16, pages 2958-2965.
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Stephen Hanessian, Willem A.L van Otterlo, Ingemar Nilsson & Udo Bauer. (2002) Stereocontrolled synthesis of a prototype library of enantiopure 2,4-disubstituted 4-aryl-6-piperidinones and piperidines. Tetrahedron Letters 43:11, pages 1995-1998.
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Ian D. Jenkins & Oyo Mitsunobu. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Ian A. O'Neil, Stephen Thompson, Clare L. Murray & S.Barret Kalindjian. (1998) DPPE: A convenient replacement for triphynylphosphine in the staudinger and Mitsunobu reactions. Tetrahedron Letters 39:42, pages 7787-7790.
Crossref
M. VON ITZSTEIN & M. MOCERINO. (2010) ChemInform Abstract: (p‐Dimethylaminophenyl)diphenylphosphine: A More Practical Phosphine in the Mitsunobu Reaction.. ChemInform 22:9.
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