Total Synthesis and Biological Activity of the Arachidonic Acid Metabolite Hemiketal E2
Authors
Boer
R.E.
,
Giménez-Bastida
J.A.
,
Boutaud
O.
,
Jana
S.
,
Schneider
C.
,
Sulikowski
G.A.
.
Org. Lett.. 2018 6 19; 13(20).
4020-4022
Org. Lett.. 2018 6 19; 13(20).
4020-4022
Abstract
The total synthesis of hemiketal E2 (HKE2) has been accomplished using a gold(I)-mediated cycloisomerization followed by oxidation of the enol ether product to introduce a unique keto-hemiketal, the core structure of HKE2. Synthetic hemiketal E2 reproduced biosynthetically derived HKE2 in the inhibition of human platelet aggregation.