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Synlett 1995; 1995(9): 963-964
DOI: 10.1055/s-1995-5141
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Transformation of Aldehydes into (E)-1-Alkenylboronic Esters with a Geminal Dichromium Reagent Derived from a Dichloromethylboronic Ester and CrCl2

Kazuhiko Takai1 , Norio Shinomiya, Hiroya Kaihara, Naomi Yoshida, Toshio Moriwake1 , Kiitiro Utimoto2
  • 1Department of Applied Chemistry, Faculty of Engineering, Okayama University, Tsushima, Okayama 700, Japan
  • 2Division of Material Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Kyoto 606-01, Japan
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Publication Date:
31 December 2000 (online)

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Synthetically useful (E)-1-alkenylboronic esters are prepared stereoselectively from aldehydes with one-carbon extention by using a geminal dichromium reagent derived from a dichloromethylboronic ester, CrCl2, and LiI under mild conditions.

geminal dichromium reagent - E-1-alkenylboronic ester - chromium(II)