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.