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Geometrically Selective Synthesis of (<i>E</i>)-Enamides via Radical Allylation of Alkyl Halides with α-Aminoallylic Stannanes
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- Kensuke Suzuki
- Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
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- Yoshihiro Nishimoto
- Frontier Research Base for Young Researchers, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
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- Makoto Yasuda
- Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
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Description
The reaction of α-(carbonylamino)allylic stannanes and alkyl halides using Et3B as a radical initiator selectively afforded (E)-enamides. A radical mechanism enables the E selectivity, which is unusual in a reaction using α-aminoallylic metals. In addition, this reaction system achieved a wide degree of functional group tolerance and an efficient chiral transfer reaction.
Journal
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- Organic Letters
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Organic Letters 21 (17), 6589-6592, 2019-07-05
American Chemical Society (ACS)
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Details 詳細情報について
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- CRID
- 1360286992987255680
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- ISSN
- 15237052
- 15237060
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- Article Type
- journal article
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- Data Source
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- Crossref
- KAKEN
- OpenAIRE