92009-30-8Relevant articles and documents
Total synthesis of leukotrienes from butadiene
Rodriguez, Ana,Nomen, Miguel,Spur, Bernd W.,Godfroid, Jean-Jacques,Lee, Tak H.
, p. 2991 - 3000 (2000)
The total synthesis of leukotrienes has been achieved starting from butadiene by a palladium-catalyzed telomerization at room temperature. A Sharpless catalytic asymmetric epoxidation generated the asymmetric centers with >94% ee. Simple transformations of the key intermediate 15 produced the leukotrienes LTA4 methyl ester (4), LTC4 (1), LTD4 (2) and LTE4 (3), as well as (14S, 15S)-LTA4 methyl ester (24) and the novel [2H2]-LTA4 methyl ester (28). The use of the opposite chiral director in the Sharpless catalytic asymmetric epoxidation gave the key intermediate 15a that has been used in the synthesis of the double epimers of the leukotrienes as well as LTB4.
SYNTHESIS OF THE 9Z and 9Z,11E ISOMERS OF LEUKOTRIENE C4
Baker, S. Richard,Jamieson, William B.,Osborne, David J.,Ross, William J.
, p. 2505 - 2508 (2007/10/02)
Synthesis of the 9Z and 9Z,11E isomers of leukotriene C4 is described, the stereochemistry of the former was confirmed by its facile 1,7 hydride shift reaction.
Stereospecific total synthesis of a 'slow reacting substance' of anaphylaxis, leukotriene C-1
Corey,Clark,Goto,et al.
, p. 1436 - 1439 (2007/10/02)
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