Toward the total synthesis of Luminamicin: Construction of 14-membered lactone framework possessing versatile enol ether moiety

Aoi Kimishima; Tomoyasu Hirose; Akihiro Sugawara; Takanori Matsumaru; Kaoru Nakamura; Ken Katsuyama; Masaki Toda; Hirokazu Takada; Rokuro Masuma; Satoshi Omura; Toshiaki Sunazuka

doi:10.1016/j.tetlet.2012.03.098

Toward the total synthesis of Luminamicin: Construction of 14-membered lactone framework possessing versatile enol ether moiety

Aoi Kimishima, Tomoyasu Hirose, Akihiro Sugawara, Takanori Matsumaru, Kaoru Nakamura, Ken Katsuyama, Masaki Toda, Hirokazu Takada, Rokuro Masuma, Satoshi Omura, Toshiaki Sunazuka

研究成果: Article › 査読

4 被引用数 (Scopus)

抄録

Luminamicin (1) was found to exhibit selective antibacterial activity against anaerobic bacteria by our group in 1985. The concise structure of 14-membered lactone of 1 was synthesized. Construction of a versatile enol ether moiety was achieved by Stille cross coupling via hydrostanylation of the ethynyl ether, and a maleic anhydride moiety was derived from the furan constitution by the oxidation after the macrolactonization at a late-stage.

本文言語	English
ページ（範囲）	2813-2816
ページ数	4
ジャーナル	Tetrahedron Letters
巻	53
号	23
DOI	https://doi.org/10.1016/j.tetlet.2012.03.098
出版ステータス	Published - 2012 6 6
外部発表	はい

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

文献へのアクセス

10.1016/j.tetlet.2012.03.098

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引用スタイル

Toward the total synthesis of Luminamicin : Construction of 14-membered lactone framework possessing versatile enol ether moiety. / Kimishima, Aoi; Hirose, Tomoyasu; Sugawara, Akihiro; Matsumaru, Takanori; Nakamura, Kaoru; Katsuyama, Ken; Toda, Masaki; Takada, Hirokazu; Masuma, Rokuro; Omura, Satoshi; Sunazuka, Toshiaki.

In: Tetrahedron Letters, Vol. 53, No. 23, 06.06.2012, p. 2813-2816.

研究成果: Article › 査読

Kimishima, Aoi ; Hirose, Tomoyasu ; Sugawara, Akihiro ; Matsumaru, Takanori ; Nakamura, Kaoru ; Katsuyama, Ken ; Toda, Masaki ; Takada, Hirokazu ; Masuma, Rokuro ; Omura, Satoshi ; Sunazuka, Toshiaki. / Toward the total synthesis of Luminamicin : Construction of 14-membered lactone framework possessing versatile enol ether moiety. In: Tetrahedron Letters. 2012 ; Vol. 53, No. 23. pp. 2813-2816.

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