MISC

2008年1月

A practical synthesis of (E)-2-cyclopentadecen-1-one: an important precursor of macrocyclic muscone

TETRAHEDRON LETTERS
  • Yusuke Hisanaga
  • ,
  • Yuya Asumi
  • ,
  • Masaki Takahashi
  • ,
  • Yasuhiro Shimizu
  • ,
  • Nobuyuki Mase
  • ,
  • Hidemi Yoda
  • ,
  • Kunihiko Takabe

49
3
開始ページ
548
終了ページ
551
記述言語
英語
掲載種別
DOI
10.1016/j.tetlet.2007.11.065
出版者・発行元
PERGAMON-ELSEVIER SCIENCE LTD

A practical synthesis of (E)-2-cyclopentadecen-1-one (E)-2 which is an important precursor of macrocyclic muscone (1) was investigated. Olefination of 2-mesyloxycyclopentadecanone (7c) with strong acid such as sulfuric acid or trifluoromethanesulfonic acid afforded the desired (E)-2 in high yield with extremely high stereo selectivity, which was treated with methylmagnesium cuprate to furnish the dl-muscone in good yield. (C) 2007 Elsevier Ltd. All rights reserved.

リンク情報
DOI
https://doi.org/10.1016/j.tetlet.2007.11.065
CiNii Articles
http://ci.nii.ac.jp/naid/80017986027
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000253061900033&DestApp=WOS_CPL
ID情報
  • DOI : 10.1016/j.tetlet.2007.11.065
  • ISSN : 0040-4039
  • CiNii Articles ID : 80017986027
  • Web of Science ID : WOS:000253061900033

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