Synthesis and structural revision of phomopsin B, a novel polyketide carrying a 10-membered cyclic-ether ring

Yuko Izuchi; Hiroyuki Koshino; Yayoi Hongo; Nobuhiro Kanomata; Shunya Takahashi

doi:10.1021/ol2011117

Synthesis and structural revision of phomopsin B, a novel polyketide carrying a 10-membered cyclic-ether ring

Yuko Izuchi, Hiroyuki Koshino^*, Yayoi Hongo, Nobuhiro Kanomata, Shunya Takahashi

^*この研究の対応する著者

先進理工学部

研究成果: Article › 査読

16 被引用数 (Scopus)

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Total synthesis of the proposed structure 2 for phomopsin B was achieved by using an intramolecular olefin metathesis as a key step. The spectral data, however, did not match with those of the natural product reported. Re-examination of the reported NMR data led to the structural revision of phomopsin B to known dothiorelone A 18. The R configuration of dothiorelone A was determined by total synthesis through a cross-metathesis with a chiral olefin 19.

本文言語	English
ページ（範囲）	3360-3363
ページ数	4
ジャーナル	Organic Letters
巻	13
号	13
DOI	https://doi.org/10.1021/ol2011117
出版ステータス	Published - 2011 7月 1

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/ol2011117

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abstract = "Total synthesis of the proposed structure 2 for phomopsin B was achieved by using an intramolecular olefin metathesis as a key step. The spectral data, however, did not match with those of the natural product reported. Re-examination of the reported NMR data led to the structural revision of phomopsin B to known dothiorelone A 18. The R configuration of dothiorelone A was determined by total synthesis through a cross-metathesis with a chiral olefin 19.",

author = "Yuko Izuchi and Hiroyuki Koshino and Yayoi Hongo and Nobuhiro Kanomata and Shunya Takahashi",

year = "2011",

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doi = "10.1021/ol2011117",

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T1 - Synthesis and structural revision of phomopsin B, a novel polyketide carrying a 10-membered cyclic-ether ring

AU - Izuchi, Yuko

AU - Koshino, Hiroyuki

AU - Hongo, Yayoi

AU - Kanomata, Nobuhiro

AU - Takahashi, Shunya

PY - 2011/7/1

Y1 - 2011/7/1

N2 - Total synthesis of the proposed structure 2 for phomopsin B was achieved by using an intramolecular olefin metathesis as a key step. The spectral data, however, did not match with those of the natural product reported. Re-examination of the reported NMR data led to the structural revision of phomopsin B to known dothiorelone A 18. The R configuration of dothiorelone A was determined by total synthesis through a cross-metathesis with a chiral olefin 19.

AB - Total synthesis of the proposed structure 2 for phomopsin B was achieved by using an intramolecular olefin metathesis as a key step. The spectral data, however, did not match with those of the natural product reported. Re-examination of the reported NMR data led to the structural revision of phomopsin B to known dothiorelone A 18. The R configuration of dothiorelone A was determined by total synthesis through a cross-metathesis with a chiral olefin 19.

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JO - Organic Letters

JF - Organic Letters

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ER -

Synthesis and structural revision of phomopsin B, a novel polyketide carrying a 10-membered cyclic-ether ring

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