e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Tetrahedron letters

A concise synthesis of 12 (S), 20-dihydroxyeicosa-5 (Z), 8 (Z), 10 (E), 14 (Z)-tetraenoic acid, an endogenous vasoconstrictor

SG Jagadeesh, LM Reddy, A Nasjletti, JR Falck

Index: Jagadeesh; Reddy, L. Manmohan; Nasjletti, Alberto; Falck Tetrahedron Letters, 2004 , vol. 45, # 38 p. 7111 - 7113

Full Text: HTML

Citation Number: 4

Abstract

Download PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... 12(S),20-DiHETE, prepared by a combination of Evans–Crimmins asymmetric alkylation, Sonogashira alkynylation, and Suzuki–Miyaura cross-coupling, significantly sensitizes phenylephrine-induced vasoconstriction of rat renal interlobar arteries. ... 12(S),20-DiHETE, prepared by a ...

(R,5Z,8Z,10E,14Z)-methyl 12,20-dihydroxyicosa-5,8,10,14-tetraenoate Structure

(R,5Z,8Z,10E,14...

~87%

12(S),20-DiHETE Structure

12(S),20-DiHETE

(R)-4-benzyl-3-((S,Z)-2-((tert-butyldiphenylsilyl)oxy)-5-chloropent-4-enoyl)oxazolidin-2-one Structure

(R)-4-benzyl-3-...

~%

12(S),20-DiHETE Structure

12(S),20-DiHETE

(S,Z)-5-((E)-2-iodovinyl)-2,2,16,16-tetramethyl-3,3,15,15-tetraphenyl-4,14-dioxa-3,15-disilaheptadec-7-ene Structure

(S,Z)-5-((E)-2-...

~%

12(S),20-DiHETE Structure

12(S),20-DiHETE

(R)-4-benzyl-3-((S,Z)-2,10-bis((tert-butyldiphenylsilyl)oxy)dec-4-enoyl)oxazolidin-2-one Structure

(R)-4-benzyl-3-...

~%

12(S),20-DiHETE Structure

12(S),20-DiHETE

methyl (S,5Z,8Z,10E,14Z)-12,20-bis((tert-butyldiphenylsilyl)oxy)icosa-5,8,10,14-tetraenoate Structure

methyl (S,5Z,8Z...

~%

12(S),20-DiHETE Structure

12(S),20-DiHETE

ethyl 3-chloroprop-2-enoate Structure

ethyl 3-chlorop...

~84%

cis-3-Chloroallyl alcohol Structure

cis-3-Chloroall...

The total synthesis of 12-HETE (12-hydroxyeicosatetraenoic a...

[Leblanc, Yves; Fitzsimmons, Brian J.; Adams, Julian; Perez, Francoise; Rokach, Joshua Journal of Organic Chemistry, 1986 , vol. 51, # 6 p. 789 - 793]

The total synthesis of 12-HETE (12-hydroxyeicosatetraenoic a...

[Leblanc, Yves; Fitzsimmons, Brian J.; Adams, Julian; Perez, Francoise; Rokach, Joshua Journal of Organic Chemistry, 1986 , vol. 51, # 6 p. 789 - 793]

The total synthesis of 12-HETE (12-hydroxyeicosatetraenoic a...

[Leblanc, Yves; Fitzsimmons, Brian J.; Adams, Julian; Perez, Francoise; Rokach, Joshua Journal of Organic Chemistry, 1986 , vol. 51, # 6 p. 789 - 793]

The total synthesis of 12-HETE (12-hydroxyeicosatetraenoic a...

[Leblanc, Yves; Fitzsimmons, Brian J.; Adams, Julian; Perez, Francoise; Rokach, Joshua Journal of Organic Chemistry, 1986 , vol. 51, # 6 p. 789 - 793]

The total synthesis of 12-HETE (12-hydroxyeicosatetraenoic a...

[Leblanc, Yves; Fitzsimmons, Brian J.; Adams, Julian; Perez, Francoise; Rokach, Joshua Journal of Organic Chemistry, 1986 , vol. 51, # 6 p. 789 - 793]