論文

査読有り
2016年3月

Synthesis of (+)-trans-Dihydrolycoricidine by an Organocatalytic Enantioselective Friedel-Crafts Reaction

ASIAN JOURNAL OF ORGANIC CHEMISTRY
  • Masaru Kato
  • ,
  • Koji Yasui
  • ,
  • Masahiro Yamanaka
  • ,
  • Kazuo Nagasawa

5
3
開始ページ
380
終了ページ
388
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1002/ajoc.201500469
出版者・発行元
WILEY-V C H VERLAG GMBH

The amaryllidaceae alkaloid (+)-trans-dihydrolycoricidine (1) was synthesized by asymmetric organocatalytic Friedel-Crafts reaction of sesamol with nitro-olefin followed by an intramolecular Henry reaction for construction of the C ring system. Construction of the B ring was achieved by a microwave-assisted palladium-catalyzed CO insertion reaction. Finally, regio- and stereoselective introduction of the third hydroxyl group (at C3) on the C ring afforded 1.

リンク情報
DOI
https://doi.org/10.1002/ajoc.201500469
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000372915400012&DestApp=WOS_CPL
ID情報
  • DOI : 10.1002/ajoc.201500469
  • ISSN : 2193-5807
  • eISSN : 2193-5815
  • Web of Science ID : WOS:000372915400012

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