Total synthesis of amphidinolactone A and its absolute configuration

Masahiro Hangyou; Haruaki Ishiyama; Yohei Takahashi; Takaaki Kubota; Jun'ichi Kobayashi

doi:10.1016/j.tetlet.2009.01.065

Total synthesis of amphidinolactone A and its absolute configuration

Masahiro Hangyou, Haruaki Ishiyama, Yohei Takahashi, Takaaki Kubota, Jun'ichi Kobayashi

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

13 Citations (Scopus)

Abstract

Asymmetric synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of amphidinolactone A was concluded to be 1 from comparison of the NMR data and [α]_D values of synthetic and natural amphidinolactone A.

Original language	English
Pages (from-to)	1475-1477
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	13
DOIs	https://doi.org/10.1016/j.tetlet.2009.01.065
Publication status	Published - Apr 1 2009
Externally published	Yes

Keywords

Amphidinium sp.
Amphidinolactone A
Macrolide
Stereochemistry
Synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2009.01.065

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title = "Total synthesis of amphidinolactone A and its absolute configuration",

abstract = "Asymmetric synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of amphidinolactone A was concluded to be 1 from comparison of the NMR data and [α]D values of synthetic and natural amphidinolactone A.",

keywords = "Amphidinium sp., Amphidinolactone A, Macrolide, Stereochemistry, Synthesis",

author = "Masahiro Hangyou and Haruaki Ishiyama and Yohei Takahashi and Takaaki Kubota and Jun'ichi Kobayashi",

note = "Funding Information: We thank S. Oka and A. Tokumitsu, Center for Instrumental Analysis, Hokkaido University, for ESIMS and FABMS measurements. This work was partly supported by a from the Uehara Memorial Foundation and Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology of Japan. ",

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T1 - Total synthesis of amphidinolactone A and its absolute configuration

AU - Hangyou, Masahiro

AU - Ishiyama, Haruaki

AU - Takahashi, Yohei

AU - Kubota, Takaaki

AU - Kobayashi, Jun'ichi

N1 - Funding Information: We thank S. Oka and A. Tokumitsu, Center for Instrumental Analysis, Hokkaido University, for ESIMS and FABMS measurements. This work was partly supported by a from the Uehara Memorial Foundation and Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology of Japan.

PY - 2009/4/1

Y1 - 2009/4/1

N2 - Asymmetric synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of amphidinolactone A was concluded to be 1 from comparison of the NMR data and [α]D values of synthetic and natural amphidinolactone A.

AB - Asymmetric synthesis of amphidinolactone A, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp., has been accomplished. Absolute configuration of amphidinolactone A was concluded to be 1 from comparison of the NMR data and [α]D values of synthetic and natural amphidinolactone A.

KW - Amphidinium sp.

KW - Amphidinolactone A

KW - Macrolide

KW - Stereochemistry

KW - Synthesis

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EP - 1477

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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ER -

Total synthesis of amphidinolactone A and its absolute configuration

Abstract

Keywords

ASJC Scopus subject areas

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