Efficient method for synthesis of angucyclinone antibiotics via gold-catalyzed intramolecular [4 + 2] benzannulation: Enantioselective total synthesis of (+)-ochromycinone and (+)-rubiginone B2

Kenichiro Sato; Naoki Asao; Yoshinori Yamamoto

doi:10.1021/jo051444m

Efficient method for synthesis of angucyclinone antibiotics via gold-catalyzed intramolecular [4 + 2] benzannulation: Enantioselective total synthesis of (+)-ochromycinone and (+)-rubiginone B₂

Kenichiro Sato, Naoki Asao, Yoshinori Yamamoto

Research output: Contribution to journal › Article › peer-review

116 Citations (Scopus)

Abstract

An efficient synthetic approach to angucyclinone antibiotics, (+)-ochromycinone and (+)-rubiginone B₂, is reported. The key step involves the facile formation of 2,3-dihydrophenantren-4(1H)-one skeleton, an important framework of angucyclinone natural products, by using gold-catalyzed intramolecular [4 + 2] benzannulation reaction.

Original language	English
Pages (from-to)	8977-8981
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	70
Issue number	22
DOIs	https://doi.org/10.1021/jo051444m
Publication status	Published - 2005 Oct 28

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo051444m

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Efficient method for synthesis of angucyclinone antibiotics via gold-catalyzed intramolecular [4 + 2] benzannulation : Enantioselective total synthesis of (+)-ochromycinone and (+)-rubiginone B₂. / Sato, Kenichiro; Asao, Naoki; Yamamoto, Yoshinori.

In: Journal of Organic Chemistry, Vol. 70, No. 22, 28.10.2005, p. 8977-8981.

Research output: Contribution to journal › Article › peer-review

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Efficient method for synthesis of angucyclinone antibiotics via gold-catalyzed intramolecular [4 + 2] benzannulation: Enantioselective total synthesis of (+)-ochromycinone and (+)-rubiginone B₂

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