MISC

1991年9月

A POLAR CYCLOADDITION OF 2-THIANAPHTHYLIUM IONS WITH 1,3-DIENES AND SOME PROPERTIES OF THE CYCLOADDUCTS

TETRAHEDRON LETTERS
  • H SHIMIZU
  • ,
  • S MIYAZAKI
  • ,
  • T KATAOKA
  • ,
  • M HORI

32
40
開始ページ
5571
終了ページ
5574
記述言語
英語
掲載種別
DOI
10.1016/0040-4039(91)80086-L
出版者・発行元
PERGAMON-ELSEVIER SCIENCE LTD

2-Thianaphthylium ions (1) underwent a polar cycloaddition with 1,3-dienes to afford benzo-fused bicyclic sulfonium salts (2) bearing sulfur atom at bridge-head in excellent yields. The cycloadducts underwent retro-addition reaction to generate the cation (1), which was easily trapped with other diene. Reaction of the adduct (2d) with several nucleophiles caused the ring-opening of (2d) to afford 1-allyl (6) and 1-homoallyl substituted 2-thiochromenes (7) in good yields.


リンク情報
DOI
https://doi.org/10.1016/0040-4039(91)80086-L
CiNii Articles
http://ci.nii.ac.jp/naid/80006117900
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:A1991GJ03700034&DestApp=WOS_CPL

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