論文

査読有り
2011年4月

Palladium-Catalyzed, Stereoselective, Cyclizative Alkenylboration of Carbon-Carbon Double Bonds through Activation of a Boron-Chlorine Bond

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  • Masaki Daini
  • ,
  • Michinori Suginome

133
13
開始ページ
4758
終了ページ
4761
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1021/ja200856t
出版者・発行元
AMER CHEMICAL SOC

Palladium-catalyzed alkenylboration of carbon carbon double bonds has been achieved using the reaction of chloro(diisopropylamino)boryl ethers of homoallylic alcohols with alkenylzirconium reagents. The reaction may proceed through an initial oxidative addition of the B Cl bond, intramolecular insertion of the C=C bond into the B-Pd bond, transmetalation from the alkenylzirconium reagent, and reductive elimination of the products. The cyclization proceeds with high diastereoselectivity for the formation of cis-3,5- or trans-3,4-disubstituted-1,2-oxaborolane products. Cross-coupling of the resultant products with aryl iodides proceeds with retention of configuration at the boron-bound secondary carbon atom.

リンク情報
DOI
https://doi.org/10.1021/ja200856t
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000289492700026&DestApp=WOS_CPL
ID情報
  • DOI : 10.1021/ja200856t
  • ISSN : 0002-7863
  • Web of Science ID : WOS:000289492700026

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