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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 13, 1983 - Issue 2
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Original Articles

Efficient Synthesis of Derivatives of Tributylstannylmethanol

David E. Seitz Department of Chemistry, Northeastern University, Boston, Massachusetts, 02115
,
James J. Carroll Department of Chemistry, Northeastern University, Boston, Massachusetts, 02115
,
Claudia P. Cartaya M. Department of Chemistry, Northeastern University, Boston, Massachusetts, 02115
,
Shi-Hung Lee Department of Chemistry, Northeastern University, Boston, Massachusetts, 02115
&
Antonio Zapata Department of Chemistry, Northeastern University, Boston, Massachusetts, 02115
Pages 129-134 | Published online: 05 Dec 2006

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Jens Åhman & P. Somfai. (1994) Efficient Synthesis of Bromo- and Iodomethyltributyltin. Synthetic Communications 24:8, pages 1117-1120.
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VictorE. Marquez & Michael Bodenteich. (1991) Psicoplanocin A. A Synthetic Carbocyclic Nucleoside with the Combined Structural Features of Neplanocin A and Psicofuranine. Nucleosides and Nucleotides 10:1-3, pages 311-314.
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V. María Teresa Gallardo & Antonio Zapata. (1987) Synthesis of β-Stannyl Esters. Synthetic Communications 17:10, pages 1165-1169.
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Shigeru Nishizawa, Hitoshi Ouchi, Hiroto Suzuki, Takuma Ohnishi, Shingo Sasaki, Yu Oyagi, Masaki Kanakogi, Yoshitaka Matsumura, Shunsuke Nakagawa, Tomohiro Asakawa, Masahiro Egi, Makoto Inai, Fumihiko Yoshimura, Ryo Takita & Toshiyuki Kan. (2023) Total synthesis of (−)-domoic acid, a potent ionotropic glutamate receptor agonist and the key compound in oceanic harmful algal blooms. Organic & Biomolecular Chemistry 21:8, pages 1653-1656.
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Makoto Sasaki, Kotaro Iwasaki & Keisuke Arai. (2021) Synthesis and Structural Implication of the JKLMN-Ring Fragment of Caribbean Ciguatoxin C-CTX-1. The Journal of Organic Chemistry 86:6, pages 4580-4597.
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Michael U. Luescher, Chalupat Jindakun & Jeffrey W. Bode*. 2003. Organic Syntheses. Organic Syntheses 357 373 .
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Makoto Sasaki, Kotaro Iwasaki & Keisuke Arai. (2018) Studies toward the Total Synthesis of Caribbean Ciguatoxin C-CTX-1: Synthesis of the LMN-Ring Fragment through Reductive Olefin Cross-Coupling. Organic Letters 20:22, pages 7163-7166.
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Kimberly Geoghegan, Michael U. Luescher & Jeffrey W. Bode. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis 1 4 .
Xingguo R. Chen, Shuang A. Fan, Rachel I. Ware & Felicia A. Etzkorn. (2015) Stereochemical Control in the Still-Wittig Rearrangement Synthesis of Cyclohexyl (Z)-Alkene Inhibitors of Pin1. PLOS ONE 10:10, pages e0139543.
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David R. Williams, Brian J. Myers, Liang Mi & Randall J. Binder. (2013) Studies for the Total Synthesis of Amphidinolide P. The Journal of Organic Chemistry 78:10, pages 4762-4778.
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Akihiro Ogura, Kohei Yamada, Satoshi Yokoshima & Tohru Fukuyama. (2012) Total Synthesis of (−)-Anisatin. Organic Letters 14:6, pages 1632-1635.
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Woo Han Kim, Angie R. Angeles, Jun Hee Lee & Samuel J. Danishefsky. (2009) Concise synthesis of the xenibellols core. Tetrahedron Letters 50:47, pages 6440-6441.
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Dagmar C. Kapeller, Lothar Brecker & Friedrich Hammerschmidt. (2007) Configurational Stability of Oxymethyllithiums as Intermediates in Intramolecular Rearrangements. Chemistry – A European Journal 13:34, pages 9582-9588.
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Mariya V. Kozytska & Gregory B. Dudley. (2005) Siletanylmethyllithium: an ambiphilic organosilane. Chemical Communications:24, pages 3047.
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Sally Dixon, Shaun M. Fillery, Aleksandra Kasatkin, David Norton, Emma Thomas & Richard J. Whitby. (2004) Ring expansion of 5- to 6-member zirconacycles by carbenoid insertion. Tetrahedron 60:6, pages 1401-1416.
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Jonathan ClaydenMartin N. KenworthyMadeleine Helliwell. (2003) Dearomatizing Cyclization of Arylsulfonylalkoxymethyl Lithiums: A Route to the Podophyllotoxin Skeleton. Organic Letters 5:6, pages 831-834.
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Steven K. Davidsen. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
James C. AndersonAlice FlahertyMartin E. Swarbrick. (2000) The Aza-[2,3]-Wittig Sigmatropic Rearrangement of Acyclic Amines:  Scope and Limitations of Silicon Assistance. The Journal of Organic Chemistry 65:26, pages 9152-9156.
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Iain ColdhamJoan-Carles FernàndezKathy N. PriceDavid J. Snowden. (2000) Intramolecular Carbolithiation Reactions for the Preparation of Azabicyclo[2.2.1]heptanes. The Journal of Organic Chemistry 65:12, pages 3788-3795.
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Xiao-Tao Chen, Samit K. Bhattacharya, Bishan Zhou, Clare E. Gutteridge, Thomas R. R. Pettus & Samuel J. Danishefsky. (1999) The Total Synthesis of Eleutherobin. Journal of the American Chemical Society 121:28, pages 6563-6579.
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V. Antonucci, J. Kelly, L. Wright, N. Yasuda, M. Jensen, C. Yang & R. Reamer. (1999) Development of chromatographic methods to monitor the synthesis of (tributylstannyl)methanol through unstable lithiated intermediates. Journal of Chromatography A 840:2, pages 215-223.
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Simon V Mortlock & Eric J Thomas. (1998) Aspects of the chemistry of 4-tributylstannyl-, 4-trimethylsilyl- and 2-phenylsulfinylallylstannanes. Tetrahedron 54:18, pages 4663-4672.
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Xiao-Tao Chen, Bishan Zhou, Samit K. Bhattacharya, Clare E. Gutteridge, Thomas R. R. Pettus & Samuel J. Danishefsky. (1998) Totalsynthese von Eleutherobin: zum Schluß eine Überraschung. Angewandte Chemie 110:6, pages 835-838.
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Iain Coldham, Richard Hufton & Richard E Rathmell. (1997) Stereoselective Anionic Cyclizations to Pyrrolidines. Tetrahedron Letters 38:43, pages 7617-7620.
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Henrik C. Hansen, Ole Hindsgaul & Mikael Bols. (1996) Synthesis of tributyltinmethylated sugars, building blocks for tethered reactions. Tetrahedron Letters 37:24, pages 4211-4212.
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Johann Mulzer & Benjamin List. (1996) [2,3]-Wittig rearrangements of (trimethylsilyl)methyl allyl ethers. Tetrahedron Letters 37:14, pages 2403-2404.
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. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 1085 1229 .
Alex C. Campbell & David R. Jaap. 1995. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations 95 157 .
Johann Mulzer & Benjamin List. (1994) Highly stereoselective synthesis of tetrasubstituted alkenes via [2,3]-wittig rearrangement. Tetrahedron Letters 35:48, pages 9021-9024.
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Tadashi Sato, Kazutaka Tachibana, Akira Kawase & Tomokazu Hirose. (1993) Conjugate Addition of α -(Trialkylstannyl)alkyl Groups to α , β -Enones: Preparation of γ -Stannyl Ketones . Bulletin of the Chemical Society of Japan 66:12, pages 3825-3827.
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Koichi Narasaka, Noriyoshi Arai & Tatsuo Okauchi. (1993) Oxidative Generation of Thioalkyl Cations from 2-Tributylstannyl-1,3-dithianes and 1-(Tributylstannyl)alkyl Sulfides and Their Reactions with Olefinic Nucleophiles. Bulletin of the Chemical Society of Japan 66:10, pages 2995-3003.
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Gernot Boche, Ferdinand Bosold, John C. W. Lohrenz, Achim Opel & Peter Zulauf. (2006) α‐Oxygen‐Substituted Organolithium Compounds and their Carbenoid Nature: Reactions with RLi and Other Nucleophiles, Experimental and IGLO‐Calculated 13 C‐NMR Shifts of the Carbenoid C Atom . Chemische Berichte 126:8, pages 1873-1885.
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Zhengqing You & Masato Koreeda. (1993) A [2,3]-Wittig rearrangement that requires severe deformation from a stable 6-membered ring chair structure and its application to synthesize 1,3-anti-3,5-anti-1,3,5-trimethylated carbon chain compounds. Tetrahedron Letters 34:16, pages 2597-2600.
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Michael Bodenteich & Victor E. Marquez. (1992) Synthesis of protected (±)-α- and β-carba-psicofuranose. Tetrahedron 48:29, pages 5961-5968.
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Michael Bodenteich & Victor E Marquez. (1990) Synthesis of (±)- psicoplanocin A.. Tetrahedron Letters 31:42, pages 5977-5980.
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Amera J. Majeed, Øyvind Antonsen, Tore Benneche & Kjell Undheim. (1989) Stannylation reaction and cross-couplings in pyrimidines. Tetrahedron 45:4, pages 993-1006.
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William H. Pearson, Daniel P. Szura & William G. Harter. (1988) Transmetallation of n-(trialkylstannyl)methylimines. A new method for the generation and cycloaddition of 2-azaallyl anions.. Tetrahedron Letters 29:7, pages 761-764.
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Michel Pereyre, Jean-Paul Quintard & Alain Rahm. 1987. Tin in Organic Synthesis. Tin in Organic Synthesis 185 258 .
Michel Pereyre, Jean-Paul Quintard & Alain Rahm. 1987. Tin in Organic Synthesis. Tin in Organic Synthesis 8 31 .
D. E. SEITZ, J. J. CARROLL, C. P. CARTAYAM, S.‐H. LEE & A. ZAPATA. (2016) ChemInform Abstract: EFFICIENT SYNTHESIS OF DERIVATIVES OF TRIBUTYLSTANNYLMETHANOL. Chemischer Informationsdienst 14:36.
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