Total synthesis of (+)-tautomycin

Satoshi Shimizu; Sei Ichi Nakamura; Masahisa Nakada; Masakatsu Shibasaki

doi:10.1016/0040-4020(96)00811-3

Total synthesis of (+)-tautomycin

Satoshi Shimizu, Sei Ichi Nakamura, Masahisa Nakada, Masakatsu Shibasaki^*

^*この研究の対応する著者

研究成果: Article › 査読

31 被引用数 (Scopus)

抄録

A convergent stereocontrolled total synthesis of (+)-tautomycin (1), a specific inhibitor of protein serine/threonine phosphatases, has been achieved through an esterification of the C₁.-C₇. fragment A'74 with the C₁-C₂₆ fragment B'76 by a modified Yamaguchi method and an aldol reaction of the C₁₇-C₂₆ fragment C 5 with the C₁-C₁₆ fragment D 6 using LDA as key steps. The fragments 5 and 6 have been constructed in a stereocontrolled manner, respectively.

本文言語	English
ページ（範囲）	13363-13408
ページ数	46
ジャーナル	Tetrahedron
巻	52
号	42
DOI	https://doi.org/10.1016/0040-4020(96)00811-3
出版ステータス	Published - 1996 10 14
外部発表	はい

ASJC Scopus subject areas

生化学
創薬
有機化学

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10.1016/0040-4020(96)00811-3

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abstract = "A convergent stereocontrolled total synthesis of (+)-tautomycin (1), a specific inhibitor of protein serine/threonine phosphatases, has been achieved through an esterification of the C1.-C7. fragment A'74 with the C1-C26 fragment B'76 by a modified Yamaguchi method and an aldol reaction of the C17-C26 fragment C 5 with the C1-C16 fragment D 6 using LDA as key steps. The fragments 5 and 6 have been constructed in a stereocontrolled manner, respectively.",

author = "Satoshi Shimizu and Nakamura, {Sei Ichi} and Masahisa Nakada and Masakatsu Shibasaki",

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T1 - Total synthesis of (+)-tautomycin

AU - Shimizu, Satoshi

AU - Nakamura, Sei Ichi

AU - Nakada, Masahisa

AU - Shibasaki, Masakatsu

PY - 1996/10/14

Y1 - 1996/10/14

N2 - A convergent stereocontrolled total synthesis of (+)-tautomycin (1), a specific inhibitor of protein serine/threonine phosphatases, has been achieved through an esterification of the C1.-C7. fragment A'74 with the C1-C26 fragment B'76 by a modified Yamaguchi method and an aldol reaction of the C17-C26 fragment C 5 with the C1-C16 fragment D 6 using LDA as key steps. The fragments 5 and 6 have been constructed in a stereocontrolled manner, respectively.

AB - A convergent stereocontrolled total synthesis of (+)-tautomycin (1), a specific inhibitor of protein serine/threonine phosphatases, has been achieved through an esterification of the C1.-C7. fragment A'74 with the C1-C26 fragment B'76 by a modified Yamaguchi method and an aldol reaction of the C17-C26 fragment C 5 with the C1-C16 fragment D 6 using LDA as key steps. The fragments 5 and 6 have been constructed in a stereocontrolled manner, respectively.

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EP - 13408

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 42

ER -

Total synthesis of (+)-tautomycin

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