Synthesis of a proposed biosynthetic intermediate of a marine cyclic ether brevisamide for study on biosynthesis of marine ladder-frame polyethers

Tetrahedron Letters

Volumn 51, Issue 10, 2010, Pages 1394-1396

  Shirai, Tomohiro ^a   Kuranaga, Takefumi ^a   Wright, Jeffrey L C ^b   Baden, Daniel G ^b   Satake, Masayuki ^a   Tachibana, Kazuo ^a  

^a UNIVERSITY OF TOKYO   (Japan)

^b UNIVERSITY OF NORTH CAROLINA WILMINGTON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; ALKENE; AMIDE; BREVISAMIDE; POLYETHER; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; CHEMICAL ANALYSIS; DINOFLAGELLATE; NONHUMAN;

DINOPHYCEAE; KARENIA BREVIS;

EID: 75349106415     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.01.013     Document Type: Article

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29. 4 (34.2 mg, 0.0296 mmol). After stirring for 16 h, usual work-up gave the crude cross-coupled product.
30. +] 330.2045, found 330.2059.
31. A negative referee pointed out that 2 had not been isolated from the dinoflagellates. However, we think that 2 is a key compound to verify the proposed biosynthetic route of marine ladder-frame polyethers by using as a substrate for exploration of epoxidation and epoxide opening enzymes in the dinoflagellates. Therefore the synthesis of 2 is important and will accelerate biosynthetic studies on marine ladder-frame polyethers.