Acetoxyl group directed cyclization promoted by SmI2: Directing group determined stereocomplementarity

Toshiyuki Kan, Seijiro Hosokawa, Shinji Nara, Hiroaki Tamiya, Haruhisa Shirahama, Fuyuhiko Matsuda*

*この研究の対応する著者

研究成果: Article査読

11 被引用数 (Scopus)

抄録

Complete reversal of diastereoselectivity was observed in the SmI 2-promoted ketyl-olefin coupling cyclizations of the hydroxy ketone or aldehyde and its acetate. For example, the stereodivergent synthesis of the epimeric five-membered-ring alcohols 2 and 4 has been accomplished through the SmI2-induced ketyl-olefin coupling cyclizations of the δ-hydroxy ketone 1 and δ-acetoxy ketone 3.

本文言語English
ページ(範囲)8956-8958
ページ数3
ジャーナルJournal of Organic Chemistry
69
25
DOI
出版ステータスPublished - 2004 12 10
外部発表はい

ASJC Scopus subject areas

  • 有機化学

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