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Short synthesis of the seed germination inhibitor 3,4,5-trimethyl-2(5H)-furanone

Riccardo Surmont (UGent) , Guido Verniest (UGent) and Norbert De Kimpe (UGent)
(2010) JOURNAL OF ORGANIC CHEMISTRY. 75(16). p.5750-5753
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Abstract
3,4,5-Trimethyl-2(5H)-furanone, a new seed germination inhibitor with very promising agrochemical applications, was efficiently synthesized from 2,3-dimethylmaleic anhydride via nucleophilic addition of methyllithium followed by reduction using sodium borohydride. This two-step synthesis is straightforward and high-yielding and permits the large-scale preparation of the seed germination inhibitor.
Keywords
Seed germination, Sodium borohydrides, Nucleophilic additions, Methyllithium, Large scale preparation, 2(5H)-furanone, Agrochemical application, Trimethyl, Two-step synthesis, LACTONE RING-SYSTEMS, MALEATE ELECTROPHORES, RADICAL CYCLIZATIONS, SMOKE, STIMULANT, 2(5H)-FURANONE, BUTENOLIDES

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MLA
Surmont, Riccardo, et al. “Short Synthesis of the Seed Germination Inhibitor 3,4,5-Trimethyl-2(5H)-Furanone.” JOURNAL OF ORGANIC CHEMISTRY, vol. 75, no. 16, 2010, pp. 5750–53, doi:10.1021/jo1010476.
APA
Surmont, R., Verniest, G., & De Kimpe, N. (2010). Short synthesis of the seed germination inhibitor 3,4,5-trimethyl-2(5H)-furanone. JOURNAL OF ORGANIC CHEMISTRY, 75(16), 5750–5753. https://doi.org/10.1021/jo1010476
Chicago author-date
Surmont, Riccardo, Guido Verniest, and Norbert De Kimpe. 2010. “Short Synthesis of the Seed Germination Inhibitor 3,4,5-Trimethyl-2(5H)-Furanone.” JOURNAL OF ORGANIC CHEMISTRY 75 (16): 5750–53. https://doi.org/10.1021/jo1010476.
Chicago author-date (all authors)
Surmont, Riccardo, Guido Verniest, and Norbert De Kimpe. 2010. “Short Synthesis of the Seed Germination Inhibitor 3,4,5-Trimethyl-2(5H)-Furanone.” JOURNAL OF ORGANIC CHEMISTRY 75 (16): 5750–5753. doi:10.1021/jo1010476.
Vancouver
1.
Surmont R, Verniest G, De Kimpe N. Short synthesis of the seed germination inhibitor 3,4,5-trimethyl-2(5H)-furanone. JOURNAL OF ORGANIC CHEMISTRY. 2010;75(16):5750–3.
IEEE
[1]
R. Surmont, G. Verniest, and N. De Kimpe, “Short synthesis of the seed germination inhibitor 3,4,5-trimethyl-2(5H)-furanone,” JOURNAL OF ORGANIC CHEMISTRY, vol. 75, no. 16, pp. 5750–5753, 2010.
@article{1055925,
  abstract     = {{3,4,5-Trimethyl-2(5H)-furanone, a new seed germination inhibitor with very promising agrochemical applications, was efficiently synthesized from 2,3-dimethylmaleic anhydride via nucleophilic addition of methyllithium followed by reduction using sodium borohydride. This two-step synthesis is straightforward and high-yielding and permits the large-scale preparation of the seed germination inhibitor.}},
  author       = {{Surmont, Riccardo and Verniest, Guido and De Kimpe, Norbert}},
  issn         = {{0022-3263}},
  journal      = {{JOURNAL OF ORGANIC CHEMISTRY}},
  keywords     = {{Seed germination,Sodium borohydrides,Nucleophilic additions,Methyllithium,Large scale preparation,2(5H)-furanone,Agrochemical application,Trimethyl,Two-step synthesis,LACTONE RING-SYSTEMS,MALEATE ELECTROPHORES,RADICAL CYCLIZATIONS,SMOKE,STIMULANT,2(5H)-FURANONE,BUTENOLIDES}},
  language     = {{eng}},
  number       = {{16}},
  pages        = {{5750--5753}},
  title        = {{Short synthesis of the seed germination inhibitor 3,4,5-trimethyl-2(5H)-furanone}},
  url          = {{http://dx.doi.org/10.1021/jo1010476}},
  volume       = {{75}},
  year         = {{2010}},
}
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