Enantioselective 1,3-Dipolar Cycloaddition Reaction of Nitrones with α,β-Unsaturated Aldehydes Catalyzed by Cationic 3-Oxobutylideneaminatocobalt(III) Complexes

Satoko Kezuka, Natsuki Ohtsuki, Tsuyoshi Mita, Youichi Kogami, Tomoko Ashizawa, Taketo Ikeno, Tohru Yamada

研究成果: Article査読

54 被引用数 (Scopus)

抄録

The enantioselective 1,3-dipolar cycloaddition reaction of nitrones with α,β-unsaturated aldehydes was realized using 3-oxobutylideneaminatocobalt complex catalysts. Varieties of the cobalt(III) and cobalt(III) complexes were screened and the cationic cobalt(III) complex with hexafluoroantimonate was found to be the most effective for the catalytic enantioselective 1,3-dipolar cycloaddition reaction. In the presence of the cobalt(III) hexafluoroantimonate complex, the enantioselective 1,3-dipolar cycloaddition reaction of various nitrones with α,β-unsaturated aldehydes afforded the corresponding isoxazolidines in high yields and with high enantioselectivities. The absolute configuration of the optically active products was determined by X-ray analysis. Reasonable explanations for the enantioselection in the present 1,3-dipolar cycloaddition reaction catalyzed by the 3-oxobutylideneaminatocobalt complex were proposed.

本文言語English
ページ(範囲)2197-2207
ページ数11
ジャーナルBulletin of the Chemical Society of Japan
76
11
DOI
出版ステータスPublished - 2003 11 1

ASJC Scopus subject areas

  • 化学 (全般)

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