Organic Synthesis at High Pressure. Efficient Ring Opening Reaction of Epoxides with Heterocycles.

• Kotsuki Hiyoshizo

  Department of Chemistry, Faculty of Science, Kochi University

Bibliographic Information

Other Title

• Organic Synthesis at High Pressure. Effcient Ring Opening Reaction of Epoxides with Heterocytes
• Organic Synthesis at High Pressure Effc

Abstract

A selective ring opening reaction of epoxides with a variety of heterocyclic compounds including indoles, pyrroles, pyrazoles, furans, and thiophenes proceeded efficiently under high pressures. For nitrogen heterocycles, the reactionoccurred under essentially uncatalyzed conditions. On the other hand, furan and thiophene required the use of suitable acid catalysts due to their low nucleophilicity. These methods were applied successfully to the design of new heterocyclic chiral ligands and to the synthesis of biologically interesting natural products. The underlying principle responsible for these high-pressure reactions is discussed.

Journal

• The Review of High Pressure Science and Technology

  The Review of High Pressure Science and Technology 7 1250-1252, 1998

  The Japan Society of High Pressure Science and Technology

Keywords

• high-pressure reaction
• organic synthesis
• epoxide ring opening
• heterocycles
• uncatalyzed reaction

Details

• CRID: 1390001204382209920
• NII Article ID: 10002693577
• NII Book ID: AN10452913
• DOI: 10.4131/jshpreview.7.1250
• ISSN: 13481940
• ISSN: 0917639X
• NDL BIB ID: 4494205
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4494205
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed