Isotactic Polymethoxy-1-alkenes from Blue-Green Algae. Synthesis and Absolute Stereochemistry

Yuji Mori; Yasunori Kohchi; Makoto Suzuki; Shmuel Carmeli; Richard E. Moore; Gregory M.L. Patterson

doi:10.1021/jo00002a027

Isotactic Polymethoxy-1-alkenes from Blue-Green Algae. Synthesis and Absolute Stereochemistry

Yuji Mori^*, Yasunori Kohchi, Makoto Suzuki, Shmuel Carmeli, Richard E. Moore, Gregory M.L. Patterson

^*Corresponding author for this work

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Abstract

Novel isotactic polymethoxy-1-alkenes 1-4 were isolated from tolytoxin-producing blue-green algae belonging to the family Scytonemataceae. Scytonema mirabile produced 1 and 2, whereas 3 and 4 were isolated from S. burmanicum. The gross structures and relative stereochemistries were determined by mass and NMR spectral analyses. The absolute configurations of 1-4 were established by direct comparison with optically active synthetic samples.

Original language	English
Pages (from-to)	631-637
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	56
Issue number	2
DOIs	https://doi.org/10.1021/jo00002a027
State	Published - 1 Jan 1991
Externally published	Yes

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10.1021/jo00002a027

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AU - Mori, Yuji

AU - Kohchi, Yasunori

AU - Suzuki, Makoto

AU - Carmeli, Shmuel

AU - Moore, Richard E.

AU - Patterson, Gregory M.L.

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AB - Novel isotactic polymethoxy-1-alkenes 1-4 were isolated from tolytoxin-producing blue-green algae belonging to the family Scytonemataceae. Scytonema mirabile produced 1 and 2, whereas 3 and 4 were isolated from S. burmanicum. The gross structures and relative stereochemistries were determined by mass and NMR spectral analyses. The absolute configurations of 1-4 were established by direct comparison with optically active synthetic samples.

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Isotactic Polymethoxy-1-alkenes from Blue-Green Algae. Synthesis and Absolute Stereochemistry

Abstract

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