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Published on: June 28, 2019
A Modular, Enantioselective Synthesis of Resolvins D3, E1, and Hybrids
Felix Urbitsch1, Bryony L Elbert1, Josep Llaveria2
1Chemistry Research Laboratory , 12 Mansfield Road , Oxford , OX1 3TA , United Kingdom.
Abstract:
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.
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