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

Research output: Contribution to journal › Article

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 languageEnglish
Pages (from-to)2433-2440
Number of pages8
JournalBulletin of the Chemical Society of Japan
Volume71
Issue number10
DOIs
Publication statusPublished - 1998 Oct

Fingerprint

Macrolides
Alkylation
X rays
amphidinolide D
erythrose

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Ohi, K., Shima, K., Hamada, K., Saito, Y., Yamada, N., Ohba, S., & Nishiyama, S. (1998). Synthetic study on a 26-membered macrolide, amphidinolide B: Synthesis of the C1-C13 fragment. Bulletin of the Chemical Society of Japan, 71(10), 2433-2440. https://doi.org/10.1246/bcsj.71.2433

Synthetic study on a 26-membered macrolide, amphidinolide B : Synthesis of the C1-C13 fragment. / Ohi, Katsuhide; Shima, Kyoko; Hamada, Kozue; Saito, Yoshio; Yamada, Naoki; Ohba, Shigeru; Nishiyama, Shigeru.

In: Bulletin of the Chemical Society of Japan, Vol. 71, No. 10, 10.1998, p. 2433-2440.

Research output: Contribution to journal › Article

Ohi, K, Shima, K, Hamada, K, Saito, Y, Yamada, N, Ohba, S & Nishiyama, S 1998, 'Synthetic study on a 26-membered macrolide, amphidinolide B: Synthesis of the C1-C13 fragment', Bulletin of the Chemical Society of Japan, vol. 71, no. 10, pp. 2433-2440. https://doi.org/10.1246/bcsj.71.2433
Ohi K, Shima K, Hamada K, Saito Y, Yamada N, Ohba S et al. Synthetic study on a 26-membered macrolide, amphidinolide B: Synthesis of the C1-C13 fragment. Bulletin of the Chemical Society of Japan. 1998 Oct;71(10):2433-2440. https://doi.org/10.1246/bcsj.71.2433
Ohi, Katsuhide ; Shima, Kyoko ; Hamada, Kozue ; Saito, Yoshio ; Yamada, Naoki ; Ohba, Shigeru ; Nishiyama, Shigeru. / Synthetic study on a 26-membered macrolide, amphidinolide B : Synthesis of the C1-C13 fragment. In: Bulletin of the Chemical Society of Japan. 1998 ; Vol. 71, No. 10. pp. 2433-2440.
@article{0b41ff8e67d84c0b819e12370927cd8d,
title = "Synthetic study on a 26-membered macrolide, amphidinolide B: Synthesis of the C1-C13 fragment",
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",
year = "1998",
month = "10",
doi = "10.1246/bcsj.71.2433",
language = "English",
volume = "71",
pages = "2433--2440",
journal = "Bulletin of the Chemical Society of Japan",
issn = "0009-2673",
publisher = "Chemical Society of Japan",
number = "10",

}

TY - JOUR

T1 - Synthetic study on a 26-membered macrolide, amphidinolide B

T2 - Synthesis of the C1-C13 fragment

AU - Ohi, Katsuhide

AU - Shima, Kyoko

AU - Hamada, Kozue

AU - Saito, Yoshio

AU - Yamada, Naoki

AU - Ohba, Shigeru

AU - Nishiyama, Shigeru

PY - 1998/10

Y1 - 1998/10

N2 - 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.

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.

UR - http://www.scopus.com/inward/record.url?scp=0031725725&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0031725725&partnerID=8YFLogxK

U2 - 10.1246/bcsj.71.2433

DO - 10.1246/bcsj.71.2433

M3 - Article

AN - SCOPUS:0031725725

VL - 71

SP - 2433

EP - 2440

JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

SN - 0009-2673

IS - 10

ER -

Access to Document