A Modular, Enantioselective Synthesis of Resolvins D3, E1, and Hybrids
Resolvins D3 and E1 are important signaling molecules in the resolution of inflammation. Here, we report a convergent and flexible strategy to prepare these natural products using Hiyama-Denmark coupling of five- and six-membered cyclic alkenylsiloxanes to connect three resolvin fragments, and control the stereochemistry of the natural product (Z)-alkenes. The modular nature of this approach enables the synthesis of novel resolvin hybrids, opening up opportunities for more-extensive investigations of resolvin biology.
Anderson, Edward A.,Elbert, bryony L.,Llaveria, Josep,Streatfeild, penelope E.,Urbitsch, Felix
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(2020/02/28)
AN EFFICIENT SYNTHETIC METHOD OF METHYL (+/-)-JASMONATE
An efficient synthetic method of methyl (+/-)-jasmonate is described. 2-Pentynyl-2-cyclopentenone, the key intermediate in this route, was synthesized by applying the palladium-catalyzed enone formation from allyl β-keto carboxylate as a key reaction.