Studies towards asymmetric synthesis of 4(S)-11-dihydroxydocosahexaenoic acid (diHDHA) featuring cross-coupling of chiral stannane under mild conditions-Reference-Cited by-同舟云学术

Studies towards asymmetric synthesis of 4(S)-11-dihydroxydocosahexaenoic acid (diHDHA) featuring cross-coupling of chiral stannane under mild conditions

Published:2015 Issue:6 Volume:13 Page:1624-1628
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Wang Rui¹²³⁴⁵,Falck John R.¹²³⁴

Affiliation:

1. Division of Chemistry

2. Department of Biochemistry University of Texas Southwestern Medical Center 5323 Harry Hines Blvd.

3. Dallas

4. USA

5. Department of Chemistry

Abstract

An efficient and asymmetric synthesis approach towards the biologically interesting molecule 4(S)-11-dihydroxydocosahexaenoic acid (diHDHA) was developed. This protocol mainly relied on our mild cross-coupling and asymmetric stannylation.

Funder

National Institutes of Health

Welch Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/OB/C4OB02324B

Reference29 articles.

1. Docosahexaenoic acid (DHA) and the developing central nervous system (CNS) – Implications for dietary recommendations

2. Maresins: novel macrophage mediators with potent antiinflammatory and proresolving actions

3. Eicosanoid Regulation of Vascular Endothelial Growth Factor Expression and Angiogenesis in Microvessel Endothelial Cells

4. R. M. Laethem , M.Balazy, J. R.Falck, C. L.Laethem and D. R.Koop, J. Biol. Chem., 1993, 268, 1291212918

5. Vasoactive eicosanoids: Synthesis of 12,20-dihydroxyeicosa-5(Z),8(Z),10(E),14(Z)-tetraenoic acid via a novel chiral bis-lactol

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