Controllable Stereoselective Synthesis of (Z)- and (E)-Homoallylic Alcohols Using a Palladium-Catalyzed Three-Component Reaction

Yoshikazu Horino, Miki Sugata, Itaru Mutsuura, Keisuke Tomohara, Hitoshi Abe

研究成果: Contribution to journalArticle査読

7 被引用数 (Scopus)

抄録

Diastereoselective synthesis of (Z)- and (E)-homoallylic alcohols using a Pd-catalyzed three-component reaction of 3-(pinacolatoboryl)allyl benzoates, aldehydes, and aryl stannanes was developed, which provides an alternative method for the allylboration of aldehydes using α, γ-diaryl-substituted allylboronates. Both sets of reaction conditions enable access to either (Z)- or (E)-homoallylic alcohols with good to high alkene stereocontrol. The present method showed good functional group compatibility and generality. Efficient chirality transfer reactions to afford enantioenriched (Z)- and (E)-homoallylic alcohols were also achieved.

本文言語英語
ページ(範囲)5968-5971
ページ数4
ジャーナルOrganic letters
19
21
DOI
出版ステータス出版済み - 11 3 2017
外部発表はい

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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