Asymmetric organocatalyzed Michael addition of nitromethane to a 2-oxoindoline-3-ylidene acetaldehyde and the three one-pot sequential synthesis of (-)-horsfiline and (-)-coerulescine

Takasuke Mukaiyama, Kento Ogata, Itaru Sato, Yujiro Hayashi

研究成果: Article査読

37 被引用数 (Scopus)

抄録

(-)-Horsfiline and (-)-coerulescine were synthesized through three one-pot operations in 33 and 46% overall yield, respectively. Key to the success was the efficient use of a diarylprolinol silyl ether to catalyze the asymmetric Michael addition of nitromethane to a 2-oxoindoline-3-ylidene acetaldehyde. This allowed the all-carbon quaternary, spirocyclic carbon stereocenter to be constructed in good yield with excellent enantioselectivity.

本文言語English
ページ(範囲)13583-13588
ページ数6
ジャーナルChemistry (Weinheim an der Bergstrasse, Germany)
20
42
DOI
出版ステータスPublished - 2014 10 13

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

フィンガープリント 「Asymmetric organocatalyzed Michael addition of nitromethane to a 2-oxoindoline-3-ylidene acetaldehyde and the three one-pot sequential synthesis of (-)-horsfiline and (-)-coerulescine」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