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Fukuyama coupling information


Fukuyama coupling
Named after Tohru Fukuyama
Reaction type Coupling reaction
Identifiers
Organic Chemistry Portal fukuyama-coupling

The Fukuyama coupling is a coupling reaction taking place between a thioester and an organozinc halide in the presence of a palladium catalyst. The reaction product is a ketone. This reaction was discovered by Tohru Fukuyama et al. in 1998.[1]

  1. ^ Tokuyama, Hidetoshi; Yokoshima, Satoshi; Yamashita, Tohru; Fukuyama, Tohru (1998-05-14). "A novel ketone synthesis by a palladium-catalyzed reaction of thiol esters and organozinc reagents". Tetrahedron Letters. 39 (20): 3189–3192. doi:10.1016/S0040-4039(98)00456-0. ISSN 0040-4039.

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Fukuyama coupling

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The Fukuyama coupling is a coupling reaction taking place between a thioester and an organozinc halide in the presence of a palladium catalyst. The reaction...

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Organozinc chemistry

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This form has proven useful for reactions such as Negishi coupling and Fukuyama coupling. Formation of organozinc reagents is facilitated for alkyl or...

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Coupling reaction

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In organic chemistry, a coupling reaction is a type of reaction in which two reactant molecules are bonded together. Such reactions often require the aid...

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Thioester

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HSMe → H3C(CH2)3SH + MeSAc A reaction unique to thioesters is the Fukuyama coupling, in which the thioester is coupled with an organozinc halide by a...

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Tohru Fukuyama

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Chemistry at University of Tokyo in Japan. He discovered the Fukuyama coupling in 1998. Fukuyama studied chemistry at Nagoya University with degrees Bachelor's...

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Ketone

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form by hydrolysis of salts of secondary nitro compounds. In the Fukuyama coupling, ketones form from a thioester and an organozinc compound. By the...

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List of inorganic reactions

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reaction Fluorination Formylation Fowler process Fukuyama coupling Gilman reagent coupling Glaser coupling Gomberg–Bachmann reaction Haber–Weiss reaction...

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List of organic reactions

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Fujimoto–Belleau reaction Fujiwara–Moritani reaction Fukuyama coupling Fukuyama indole synthesis Fukuyama reduction Gabriel ethylenimine method Gabriel synthesis...

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Fukuyama reduction

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(CuTC), Pd(dba)2 and tri(2-furyl)phosphine In the related Fukuyama coupling the hydride is replaced by a carbon nucleophile. Facile reduction...

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Fukuyama indole synthesis

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metalation by a process known as Stille coupling. The N-unprotected 2-stannylindoles generated from the Fukuyama Synthesis can be readily oxidized with...

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Atropisomer

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stereocenter. Axially chiral biaryl compounds are prepared by coupling reactions, e.g., Ullmann coupling, Suzuki–Miyaura reaction, or palladium-catalyzed arylation...

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Magnus, Overman, Kuehne, Rawal, Bosch, Vollhardt, Mori, Shibasaki, Li, Fukuyama Vanderwal and MacMillan. Synthetic (+)-strychnine is also known. Racemic...

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Mitsunobu reaction

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variation of this reaction utilizing a nitrogen nucleophile is known as a Fukuyama–Mitsunobu. Several reviews have been published. The reaction mechanism...

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Japanese giant salamander

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Matsui, Masafumi; Yoshikawa, Natsuhiko; Tominaga, Atsushi; Eto, Koshiro; Fukuyama, Ibuki; Fukutani, Kazumi; Matsubara, Kohei; Hattori, Yasunari; Iwato, Shohei;...

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Nitrile

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ylide IUPAC Gold Book nitriles NCBI-MeSH Nitriles Karakida, Ken-ichi; Fukuyama, Tsutomu; Kuchitsu, Kozo (1974). "Molecular Structures of Hydrogen Cyanide...

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Vincristine

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ccr-08-0169. PMID 19010832. S2CID 2129170. Kuboyama T, Yokoshima S, Tokuyama H, Fukuyama T (August 2004). "Stereocontrolled total synthesis of (+)-vincristine"...

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Charge density wave

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sine-Gordon picture with a disordered washboard potential. This is done in the Fukuyama-Lee-Rice (FLR) model, in which the CDW minimizes its total energy by optimizing...

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Vinblastine

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Chemistry. 56 (2): 513–528. doi:10.1021/jo00002a008. Yokoshima S, Tokuyama H, Fukuyama T (2009). "Total Synthesis of (+)-Vinblastine: Control of the Stereochemistry...

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Honokiol

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451–62. doi:10.3109/10715762.2013.795649. PMID 23594291. S2CID 30716241. Fukuyama, Yoshiyasu; Nakade, Kousuke; Minoshima, Yuka; Yokoyama, Ritsuko; Zhai,...

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S100A1

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calcium binding protein A1". Morii K, Tanaka R, Takahashi Y, Minoshima S, Fukuyama R, Shimizu N, Kuwano R (February 1991). "Structure and chromosome assignment...

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From Argonavis

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Masaya Wada Guitarist. Jun Suzaki / ZACK (洲崎 遵, Suzaki Jun) Voiced by: Jun Fukuyama Guitarist. Koharu Mitsurugi / HARU (御劔 虎春, Mitsurugi Koharu) Voiced by:...

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Microreactor

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Membrane Yasuhiro Uozumi, Yoichi M. A. Yamada, Tomohiko Beppu, Naoshi Fukuyama, Masaharu Ueno, and Takehiko Kitamori J. Am. Chem. Soc.; 2006; 128(50)...

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Arashi

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June 25, 2009. Retrieved September 2, 2009. "Charts: Arashi, Masaharu Fukuyama". Tokyograph. July 8, 2009. Retrieved September 2, 2009. "All the Best...

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S100B

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PMID 17348038. S2CID 25932611. Morii K, Tanaka R, Takahashi Y, Minoshima S, Fukuyama R, Shimizu N, Kuwano R (1991). "Structure and chromosome assignment of...

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