A total synthesis of (+)-eremantholide A

Ken ichi Takao; Hiroshi Ochiai; Takahiko Hashizuka; Hirokazu Koshimura; Kin ichi Tadano; Seiichiro Ogawa

doi:10.1016/0040-4039(95)00066-L

A total synthesis of (+)-eremantholide A

Ken ichi Takao, Hiroshi Ochiai, Takahiko Hashizuka, Hirokazu Koshimura, Kin ichi Tadano, Seiichiro Ogawa

応用化学科

研究成果: Article › 査読

23 被引用数 (Scopus)

抄録

Stereoselective and enantiospecific total synthesis of (+)-eremantholide A (1) is described. The present total synthesis features 1) regio- and stereoselective radical carbocyclization of D-glucose-derived γ-lactone7, and 2) a nine-membered ring formation by the coupling reaction of bicyclic triflate18 and known furanone19 followed by a vinylogous aldol reaction.

本文言語	English
ページ（範囲）	1487-1490
ページ数	4
ジャーナル	Tetrahedron Letters
巻	36
号	9
DOI	https://doi.org/10.1016/0040-4039(95)00066-L
出版ステータス	Published - 1995 2月 27

ASJC Scopus subject areas

生化学
創薬
有機化学

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10.1016/0040-4039(95)00066-L

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author = "Takao, {Ken ichi} and Hiroshi Ochiai and Takahiko Hashizuka and Hirokazu Koshimura and Tadano, {Kin ichi} and Seiichiro Ogawa",

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T1 - A total synthesis of (+)-eremantholide A

AU - Takao, Ken ichi

AU - Ochiai, Hiroshi

AU - Hashizuka, Takahiko

AU - Koshimura, Hirokazu

AU - Tadano, Kin ichi

AU - Ogawa, Seiichiro

PY - 1995/2/27

Y1 - 1995/2/27

N2 - Stereoselective and enantiospecific total synthesis of (+)-eremantholide A (1) is described. The present total synthesis features 1) regio- and stereoselective radical carbocyclization of D-glucose-derived γ-lactone7, and 2) a nine-membered ring formation by the coupling reaction of bicyclic triflate18 and known furanone19 followed by a vinylogous aldol reaction.

AB - Stereoselective and enantiospecific total synthesis of (+)-eremantholide A (1) is described. The present total synthesis features 1) regio- and stereoselective radical carbocyclization of D-glucose-derived γ-lactone7, and 2) a nine-membered ring formation by the coupling reaction of bicyclic triflate18 and known furanone19 followed by a vinylogous aldol reaction.

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U2 - 10.1016/0040-4039(95)00066-L

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

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A total synthesis of (+)-eremantholide A

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