Synthetic study of macquarimicins: Highly stereoselective construction of the AB-ring system

Ryosuke Munakata; Tatsuo Ueki; Hironori Katakai; Ken Ichi Takao; Kin Ichi Tadano

doi:10.1021/ol016449u

Synthetic study of macquarimicins: Highly stereoselective construction of the AB-ring system

Ryosuke Munakata, Tatsuo Ueki, Hironori Katakai, Ken Ichi Takao, Kin Ichi Tadano

応用化学科

研究成果: Article › 査読

34 被引用数 (Scopus)

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matrix presented The highly stereoselective synthesis of the AB-ring system of macquarimicins, a novel class of microbial metabolites with inhibitory activity for neutral sphingomyelinase, has been achieved. The present synthesis features the highly stereocontrolled construction of the cis-tetrahydroindan structure via the intramolecular Diels-Alder reaction of an (E,Z,E)-1,6,8-nonatriene derived from D-glyceraldehyde acetonide.

本文言語	English
ページ（範囲）	3029-3032
ページ数	4
ジャーナル	Organic Letters
巻	3
号	19
DOI	https://doi.org/10.1021/ol016449u
出版ステータス	Published - 2001 9月 20

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/ol016449u

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abstract = "matrix presented The highly stereoselective synthesis of the AB-ring system of macquarimicins, a novel class of microbial metabolites with inhibitory activity for neutral sphingomyelinase, has been achieved. The present synthesis features the highly stereocontrolled construction of the cis-tetrahydroindan structure via the intramolecular Diels-Alder reaction of an (E,Z,E)-1,6,8-nonatriene derived from D-glyceraldehyde acetonide.",

author = "Ryosuke Munakata and Tatsuo Ueki and Hironori Katakai and Takao, {Ken Ichi} and Tadano, {Kin Ichi}",

year = "2001",

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doi = "10.1021/ol016449u",

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T2 - Highly stereoselective construction of the AB-ring system

AU - Munakata, Ryosuke

AU - Ueki, Tatsuo

AU - Katakai, Hironori

AU - Takao, Ken Ichi

AU - Tadano, Kin Ichi

PY - 2001/9/20

Y1 - 2001/9/20

N2 - matrix presented The highly stereoselective synthesis of the AB-ring system of macquarimicins, a novel class of microbial metabolites with inhibitory activity for neutral sphingomyelinase, has been achieved. The present synthesis features the highly stereocontrolled construction of the cis-tetrahydroindan structure via the intramolecular Diels-Alder reaction of an (E,Z,E)-1,6,8-nonatriene derived from D-glyceraldehyde acetonide.

AB - matrix presented The highly stereoselective synthesis of the AB-ring system of macquarimicins, a novel class of microbial metabolites with inhibitory activity for neutral sphingomyelinase, has been achieved. The present synthesis features the highly stereocontrolled construction of the cis-tetrahydroindan structure via the intramolecular Diels-Alder reaction of an (E,Z,E)-1,6,8-nonatriene derived from D-glyceraldehyde acetonide.

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JO - Organic Letters

JF - Organic Letters

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Synthetic study of macquarimicins: Highly stereoselective construction of the AB-ring system

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