Total synthesis of apratoxin A

Takayuki Doi; Yoshitaka Numajiri; Asami Munakata; Takashi Takahashi

doi:10.1021/ol052907d

Total synthesis of apratoxin A

Takayuki Doi, Yoshitaka Numajiri, Asami Munakata, Takashi Takahashi

研究成果: Article › 査読

87 被引用数 (Scopus)

抄録

We have achieved a total synthesis of apratoxin A in which thiazoline formation was accomplished from the moCys containing amide 4 using PPh ₃(O)/Tf₂O. Deprotection of the Troc and allyl ester in 17, coupling with tripeptide 3, and deprotection of the allyl ester and the Fmoc, followed by macrolactamization provided apratoxin A (1).

本文言語	English
ページ（範囲）	531-534
ページ数	4
ジャーナル	Organic letters
巻	8
号	3
DOI	https://doi.org/10.1021/ol052907d
出版ステータス	Published - 2006 2月 2
外部発表	はい

ASJC Scopus subject areas

生化学
物理化学および理論化学
有機化学

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10.1021/ol052907d

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title = "Total synthesis of apratoxin A",

abstract = "We have achieved a total synthesis of apratoxin A in which thiazoline formation was accomplished from the moCys containing amide 4 using PPh 3(O)/Tf2O. Deprotection of the Troc and allyl ester in 17, coupling with tripeptide 3, and deprotection of the allyl ester and the Fmoc, followed by macrolactamization provided apratoxin A (1).",

author = "Takayuki Doi and Yoshitaka Numajiri and Asami Munakata and Takashi Takahashi",

year = "2006",

month = feb,

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doi = "10.1021/ol052907d",

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journal = "Organic Letters",

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AU - Doi, Takayuki

AU - Numajiri, Yoshitaka

AU - Munakata, Asami

AU - Takahashi, Takashi

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Y1 - 2006/2/2

N2 - We have achieved a total synthesis of apratoxin A in which thiazoline formation was accomplished from the moCys containing amide 4 using PPh 3(O)/Tf2O. Deprotection of the Troc and allyl ester in 17, coupling with tripeptide 3, and deprotection of the allyl ester and the Fmoc, followed by macrolactamization provided apratoxin A (1).

AB - We have achieved a total synthesis of apratoxin A in which thiazoline formation was accomplished from the moCys containing amide 4 using PPh 3(O)/Tf2O. Deprotection of the Troc and allyl ester in 17, coupling with tripeptide 3, and deprotection of the allyl ester and the Fmoc, followed by macrolactamization provided apratoxin A (1).

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DO - 10.1021/ol052907d

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JO - Organic Letters

JF - Organic Letters

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Total synthesis of apratoxin A

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