Cyclization Reactions using Vinyl Sulfides and Vinyl Selenides: Recent Developments towards Organic Synthesis.

• Yamazaki Shoko

  Nara University of Education, Department of Chemistry

Bibliographic Information

Other Title

• ビニルスルフィドおよびビニルセレニドを用いる環化反応　　最近の有機合成への応用
• ビニルスルフィド オヨビ ビニルセレニド オ モチイル カンカ ハンノウ サイキン ノ ユウキ ゴウセイ エ ノ オウヨウ
• <I>Recent Developments towards Organic Synthesis</I>
• 最近の有機合成への応用

Abstract

Cyclization reactions using vinyl sulfides and vinyl selenides have recently attracted much attention. One of the major characteristics of sulfur-and selenium-substituted donor olefins is a large HOMO coefficient on the hetero-atom. Due to such specific character, sulfur and selenium-substituents can be used as selectivity-controlling elements in cyclizations. Novel reactions resulting from a combination with other elements, such as [2+1] cycloadditions of 1-seleno-2-silylethenes, are also described. After the cyclization steps, sulfur and selenium are useful for various functional group transformations. In this review, [2+1], [2+2], [3+2], and [4+2] cycloaddition reactions employing vinyl sulfides and selenides in organic synthesis are outlined.

Journal

• Journal of Synthetic Organic Chemistry, Japan

  Journal of Synthetic Organic Chemistry, Japan 58 (1), 50-61, 2000

  The Society of Synthetic Organic Chemistry, Japan

Keywords

• vinyl sulfide
• vinyl selenide
• cyclization reactions
• cycloaddition reactions
• Lewis acid
• selectivity
• 1-seleno-2-silylethene
• organic synthesis

Details

• CRID: 1390282680253928320
• NII Article ID: 10008818779
• NII Book ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.58.50
• ISSN: 18836526
• ISSN: 00379980
• NDL BIB ID: 4957664
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4957664
• Text Lang: ja
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed