Urea Insertion Reaction of Rhodium-Carbenoid

• Hashimoto Yoshinori

  Graduate School of Pharmaceutical Sciences, Chiba University

• Kono Masato

  Graduate School of Pharmaceutical Sciences, Chiba University

• Harada Shingo

  Graduate School of Pharmaceutical Sciences, Chiba University

• Nemoto Tetsuhiro

  Graduate School of Pharmaceutical Sciences, Chiba University Molecular Chirality Research Center, Chiba University

Bibliographic Information

Other Title

• Highlighted Paper selected by Editor-in-Chief : Urea Insertion Reaction of Rhodium-Carbenoid

Abstract

We developed the first carbenoid insertion reaction into the urea C−N bond. The urea insertion reaction proceeded smoothly using Rh₂(NHPiv)₄, a rhodium catalyst previously designed by our group, to construct a diazabicyclic system. Highly functionalized bridged molecules with three adjacent stereocenters were diastereoselectively synthesized via the urea insertion reaction followed by hydride reduction or nucleophilic addition sequences in one-pot.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 66 (11), 1041-1047, 2018-11-01

  The Pharmaceutical Society of Japan

Keywords

• insertion
• carbenoid
• urea
• rhodium

Details

• CRID: 1390282763061284608
• NII Article ID: 130007502980
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.c18-00511
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 029301979
• PubMed: 30381656
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I029301979
• Web Site: https://www.jstage.jst.go.jp/article/cpb/66/11/66_c18-00511/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed