Total synthesis of madindoline A

Seijiro Hosokawa*, Susumu Kobayashi

*この研究の対応する著者

研究成果: Review article査読

17 被引用数 (Scopus)

抄録

The total synthesis of madindolin A was achieved. Stereoselective construction of the quaternary carbon in the cyclopentenedione moiety was accomplished by alkylation of dienolate bearing a chiral auxiliary. The coupling of sterically hindered aldehyde 17 and acid-sensitive amine 30 was achieved by developing a new reductive amination method using Sn(OTf)2 and NaBH(OAc)3. After the reductive coupling, the cyclopentenedione skeleton of madindoline was constructed by intramolecular condensation of triketone 5.

本文言語English
ページ(範囲)1103-1108
ページ数6
ジャーナルYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
59
11
DOI
出版ステータスPublished - 2001 11
外部発表はい

ASJC Scopus subject areas

  • 有機化学

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