Total Synthesis of the Cytotoxic Macrocycle (+)-Hitachimycin

Amos B. Smith; Thomas A. Rano; Noritaka Chida; Gary A. Sulikowski; John L. Wood

doi:10.1021/ja00047a008

Total Synthesis of the Cytotoxic Macrocycle (+)-Hitachimycin

Amos B. Smith, Thomas A. Rano, Noritaka Chida, Gary A. Sulikowski, John L. Wood

研究成果: Article › 査読

54 被引用数 (Scopus)

抄録

The first total synthesis of the antitumor antibiotic (+)-hitachimycin (a.k.a. stubomycin) (1) has been achieved in 22 steps and 1.1% overall yield. The cornerstone of the synthetic strategy was a highly stereoselective three-component coupling of (-)-5-methoxycyclopentenone (4) with a zincate derived from vinyl iodide 3a and aldehyde (-)-51.

本文言語	English
ページ（範囲）	8008-8022
ページ数	15
ジャーナル	Journal of the American Chemical Society
巻	114
号	21
DOI	https://doi.org/10.1021/ja00047a008
出版ステータス	Published - 1992 10月 1
外部発表	はい

ASJC Scopus subject areas

触媒
化学 (全般)
生化学
コロイド化学および表面化学

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10.1021/ja00047a008

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abstract = "The first total synthesis of the antitumor antibiotic (+)-hitachimycin (a.k.a. stubomycin) (1) has been achieved in 22 steps and 1.1% overall yield. The cornerstone of the synthetic strategy was a highly stereoselective three-component coupling of (-)-5-methoxycyclopentenone (4) with a zincate derived from vinyl iodide 3a and aldehyde (-)-51.",

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AU - Wood, John L.

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Total Synthesis of the Cytotoxic Macrocycle (+)-Hitachimycin

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