Synthetic study on a 26-membered macrolide, amphidinolide B: Synthesis of the C1-C13 fragment

Katsuhide Ohi; Kyoko Shima; Kozue Hamada; Yoshio Saito; Naoki Yamada; Shigeru Ohba; Shigeru Nishiyama

doi:10.1246/bcsj.71.2433

Synthetic study on a 26-membered macrolide, amphidinolide B: Synthesis of the C₁-C₁₃ fragment

Katsuhide Ohi, Kyoko Shima, Kozue Hamada, Yoshio Saito, Naoki Yamada, Shigeru Ohba, Shigeru Nishiyama

Department of Humanities and Social Sciences

Research output: Contribution to journal › Article › peer-review

27 Citations (Scopus)

Abstract

The C₁-C₁₃ fragment of amphidinolide B (1) was synthesized from D- erythrose (3). The Evans alkylation reaction protocol allowed the introduction of the stereogenic center at the C₁₁ position, which was unambiguously confirmed by a single X-ray crystallographic analysis.

Original language	English
Pages (from-to)	2433-2440
Number of pages	8
Journal	Bulletin of the Chemical Society of Japan
Volume	71
Issue number	10
DOIs	https://doi.org/10.1246/bcsj.71.2433
Publication status	Published - 1998 Oct 1

ASJC Scopus subject areas

Chemistry(all)

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abstract = "The C1-C13 fragment of amphidinolide B (1) was synthesized from D- erythrose (3). The Evans alkylation reaction protocol allowed the introduction of the stereogenic center at the C11 position, which was unambiguously confirmed by a single X-ray crystallographic analysis.",

author = "Katsuhide Ohi and Kyoko Shima and Kozue Hamada and Yoshio Saito and Naoki Yamada and Shigeru Ohba and Shigeru Nishiyama",

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AU - Hamada, Kozue

AU - Saito, Yoshio

AU - Yamada, Naoki

AU - Ohba, Shigeru

AU - Nishiyama, Shigeru

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AB - The C1-C13 fragment of amphidinolide B (1) was synthesized from D- erythrose (3). The Evans alkylation reaction protocol allowed the introduction of the stereogenic center at the C11 position, which was unambiguously confirmed by a single X-ray crystallographic analysis.

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