Chiral Organocatalyzed Intermolecular Rauhut–Currier Reaction of Nitroalkenes with Ethyl Allenoate

• Takizawa Shinobu

  The Institute of Scientific and Industrial Research (ISIR), Osaka University

• Sako Makoto

  The Institute of Scientific and Industrial Research (ISIR), Osaka University

• Kishi Kenta

  The Institute of Scientific and Industrial Research (ISIR), Osaka University

• Shigenobu Masashi

  The Institute of Scientific and Industrial Research (ISIR), Osaka University

• Vo-Thanh Giang

  Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), UMR8182. Laboratoire de Catalyse Moléculaire, Université Paris-Sud, Université Paris Saclay

• Sasai Hiroaki

  The Institute of Scientific and Industrial Research (ISIR), Osaka University

Bibliographic Information

Other Title

• Communications to the Editor : Chiral Organocatalyzed Intermolecular Rauhut-Currier Reaction of Nitroalkenes with Ethyl Allenoate

Abstract

An enantioselective intermolecular Rauhut–Currier (RC) reaction of nitroalkenes with ethyl allenoate has been established with quinidine-derived β-isocupreidine. The present RC reaction afforded α-functionalized allenoates 3 in up to 94% yield with 59% enantiomeric excess (ee).

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 65 (11), 997-999, 2017

  The Pharmaceutical Society of Japan

Keywords

• Rauhut–Currier reaction
• chiral organocatalysis
• nitroalkene
• α-functionalized allenoate

Details

• CRID: 1390001204179105664
• NII Article ID: 130006191501
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.c17-00554
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 028601502
• PubMed: 29093299
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I028601502
• Web Site: https://www.jstage.jst.go.jp/article/cpb/65/11/65_c17-00554/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed