Synthesis of (S)-ktedonoketone

Sayaka Ishii, Katsuya Saito, Shigefumi Kuwahara, Masaru Enomoto

研究成果: Article査読

1 被引用数 (Scopus)

抄録

The first total synthesis of (S)-ktedonoketone has been accomplished in 16% overall yield from (R)-2-hydroxybutyric acid by an eight-step sequence that features a highly diastereoselective methallylation of a chiral dioxolanone and a nucleophilic addition of α-lithiostyrene to a Weinreb's amide intermediate followed by ring-closing metathesis of the resulting enone to construct an α,β-disubstituted cyclopentenone ring system. The sign of specific rotation of synthetic (S)-ktedonoketone was opposite to that reported for the natural product.

本文言語English
論文番号151915
ジャーナルTetrahedron Letters
61
22
DOI
出版ステータスPublished - 2020 5 28

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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