✦ LIBER ✦

Enantiospecific synthesis of isomeric8,9,12-trihydroxyeicosa-5(Z),10(E),14(Z)-trienoic acids

✍ Scribed by Pendri Yadagiri; Dong-Soo Shin; J.R. Falck

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 253 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80796-0

No coin nor oath required. For personal study only.

✦ Synopsis

Five stereoisomers of trio1 2, an arachidonic acid metabolite isolated from platelets, were prepared using a convergent strategy based on 8-oxido ylide homologation of a carbohydrate-derived precursor. Trioxilins 2 and 3 were isolated initially from mammalian platelets by Jones et al1 who proposed that they arise from 12(S)-hydroperoxyeicosatetraenoic acid via rearrangement to oxiranyl carbinol 1 and subsequent hydration. The structure of 1, now known as hepoxilin A31 was established as 8(R/S)-hydroxy-ll(S),12(S)-epoxyeicosa-5(Z),lO(E),14(Z)-trienoic

📜 SIMILAR VOLUMES

A stereoselective synthesis of 8(R) and

A stereoselective synthesis of 8(R) and 8(S),11(R),12(S)-trihydroxyeicosa-5(Z),9(E),14(Z)-trienoic acid from 2-deoxy-D-ribose

✍ J.S. Yadav; Prahlad Vadapalli 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 260 KB

Synthesis of methyl (5Z,8Z,10E,12E,14Z)-

Synthesis of methyl (5Z,8Z,10E,12E,14Z)-eicosapentaenoate

✍ Yasser M.A. Mohamed; Trond Vidar Hansen 📂 Article 📅 2011 🏛 Elsevier Science 🌐 French ⚖ 263 KB

Asymmetric Synthesis of the Stereoisomer

Asymmetric Synthesis of the Stereoisomers of 11,12,15(S)-Trihydroxyeicosa-5(Z),8(Z),13(E)-trienoic Acid, a Potent Endothelium-Derived Vasodilator.

✍ J. R. Falck; Deb K. Barma; Suchismita Mohapatra; A. Bandyopadhyay; Komandla Mall 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 203 KB 👁 1 views

Synthesis of (9Z,12E)- and (9E,12Z)-[1-1

Synthesis of (9Z,12E)- and (9E,12Z)-[1-14C]linoleic acid and (5Z,8Z,11Z,14E)-[1-14C]arachidonic ácid

✍ Olivier Berdeaux; Jean-Michel Vatèle; Thierry Eynard; Mohammed Nour; Didier Poul 📂 Article 📅 1995 🏛 Elsevier Science 🌐 English ⚖ 741 KB

3Z,6E)-l-Bromododeca-3,6-diene, a common intermediate in the synthesis of labelled 12t linoleic acid and 14t arachidonic acid, was obtained from (E)-3-nonyl-l-ol, in four steps, via conventional functional manipulations. Cross-coupling of this bromododecadiene with the Grignard reagent of l-chloro-5

Total synthesis of 5(S),12(S)- and 5(S),

Total synthesis of 5(S),12(S)- and 5(S),12(R)-dihydroxyeicosa-6(Z),8(E),14(Z)-trienoic acids, metabolites of leukotriene B4

✍ Pendri Yadagiri; Sun Lumin; J.R Falck; Armando Karara; Jorge Capdevila 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 253 KB

The stereospecific synthesis of 14S,15S-

The stereospecific synthesis of 14S,15S-oxido 5Z,8Z,10E,12E-eicosatetraenoic acid

✍ Robert Zamboni; Suzanne Milette; Joshua Rokach 📂 Article 📅 1983 🏛 Elsevier Science 🌐 French ⚖ 209 KB