Formal total synthesis of FK506. Concise construction of the C(10)-C(34) segment via an effective coupling tactic

Amos B. Smith; Kwunmin Chen; Darius J. Robinson; Leif M. Laakso; Karl J. Hale

doi:10.1016/S0040-4039(00)73331-4

Formal total synthesis of FK506. Concise construction of the C(10)-C(34) segment via an effective coupling tactic

Amos B. Smith^*
, Kwunmin Chen
, Darius J. Robinson
, Leif M. Laakso
, Karl J. Hale

^*此作品的通信作者

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

37 引文斯高帕斯（Scopus）

摘要

A formal total synthesis of the potent immunosuppressant FK506 (1) has been achieved via a concise construction of the Merck advanced intermediate (-)-2. Key features of the successful strategy include stereocontrolled σ-bond installation of the trisubstituted olefin moieties and an efficient coupling of the C(24)-C(34) dithiane (-)-10 with the C(10)-C(23) α-silyloxy primary iodide (-)-9.

原文	英語
頁（從 - 到）	4271-4274
頁數	4
期刊	Tetrahedron Letters
卷	35
發行號	25
DOIs	https://doi.org/10.1016/S0040-4039(00)73331-4
出版狀態	已發佈 - 1994 6月 20
對外發佈	是

ASJC Scopus subject areas

生物化學
藥物發現
有機化學

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10.1016/S0040-4039(00)73331-4

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abstract = "A formal total synthesis of the potent immunosuppressant FK506 (1) has been achieved via a concise construction of the Merck advanced intermediate (-)-2. Key features of the successful strategy include stereocontrolled σ-bond installation of the trisubstituted olefin moieties and an efficient coupling of the C(24)-C(34) dithiane (-)-10 with the C(10)-C(23) α-silyloxy primary iodide (-)-9.",

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AU - Laakso, Leif M.

AU - Hale, Karl J.

PY - 1994/6/20

Y1 - 1994/6/20

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AB - A formal total synthesis of the potent immunosuppressant FK506 (1) has been achieved via a concise construction of the Merck advanced intermediate (-)-2. Key features of the successful strategy include stereocontrolled σ-bond installation of the trisubstituted olefin moieties and an efficient coupling of the C(24)-C(34) dithiane (-)-10 with the C(10)-C(23) α-silyloxy primary iodide (-)-9.

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IS - 25

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Formal total synthesis of FK506. Concise construction of the C(10)-C(34) segment via an effective coupling tactic

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