117857-80-4Relevant academic research and scientific papers
Stereoselective synthesis of (11R, 12S)-(5Z,7E,9E,14Z)-11, 12-dihydroxy-5,7,9,14-eicosatetraenoic acid from 'Diacetone Glucose'
Sharma,Rao, S. Mahender
, p. 4231 - 4232 (1994)
A stereoselective total synthesis of (11R,12S)-diHETE is described. The strategy is based on the use of a 'sugar' derived 'chiron' for the incorporation of vic-diol' stereocentres, while Wittig reactions for the assembly of requisite carbon frame work of the target molecule.
Epoxide ring opening of α,β-epoxysilanes with prop-2-ynyl sulfide dianion - Synthesis of (11R,12S,5Z,7E,9E,14Z)-dihydroxyeicosa-5,7,9,14-tetraenoic acid
Kobayashi, Yuichi,Shimizu, Kiyoshi,Sato, Fumie
, p. 493 - 494 (1997)
A new methodology for synthesis of lipoxygenase metabolites possessing vic-diol substructures coupled with the conjugated alkene system is developed and successfully applied to the synthesis of (11R,12S,5Z,7E,9E,14Z)-dihydroxyeicosa-5,7,9,14-tetraenoic ac
Total synthesis of (5R,6S)-, (5S,6S)- and (11R,12S)- DIHETEs from tricarbonyl(η4-butadienyl) iron(0) complexes.
Lellouche, J. P.,Gigou-Barbedette, A.,Gree, R.
, p. 605 - 624 (2007/10/02)
The total synthesis of (5R,6S)-, (5S,6S)-, and (11R,12S)-DIHETEs are described starting from the two chiral tricarbonyl (η4-butadienyl)iron complexes (-)-(2R,5S)-12 and (+)-(2S,5R)-13.This new synthetic approach shows an efficient use of these
TOTAL SYNTHESIS OF (11R,12S)-diHETE
Gigou, Agnes,Beaucourt, Jean-Pierre,Lellouche, Jean-Paul,Gree, Rene
, p. 635 - 638 (2007/10/02)
The first total synthesis of (11R,12S) diHETE is reported.The key step is the highly chemio- and stereoselective osmylation of a double bond in a trienyne system selectively complexed by an Fe(CO)3 group.
