Computational study on the reaction mechanism of the key thermal [4 + 4] cycloaddition reaction in the biosynthesis of epoxytwinol A

Isamu Shiina, Tadafumi Uchimaru, Mitsuru Shoji, Hideaki Kakeya, Hiroyuki Osada, Yujiro Hayashi

研究成果: Article査読

11 被引用数 (Scopus)

抄録

The key [4 + 4] cycloaddition in the biosynthesis of epoxytwinol A has been established by theoretical calculations to comprise of three processes. The first step is formation of the C8-C8′ bond generating a biradical intermediate. Next, rotation about the C8-C8′ bond occurs, and finally the C1-C1′ bond is formed. Biradicals stabilized by conjugation and two hydrogen bonds are essential for realization of this rare thermal [4 + 4] cycloaddition.

本文言語English
ページ(範囲)1041-1044
ページ数4
ジャーナルOrganic Letters
8
6
DOI
出版ステータスPublished - 2006 3月 16

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

フィンガープリント

「Computational study on the reaction mechanism of the key thermal [4 + 4] cycloaddition reaction in the biosynthesis of epoxytwinol A」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル