Diastereomer

Metathesis

Organic chemistry

Combinatorial chemistry

Olefin metathesis

Salt metathesis reaction

Olefin fiber

Stereochemistry

Mode of action

Catalysis

Chemistry

Total synthesis

Polymerization

Polymer

Biochemistry

Organic Letters

The efficient synthesis and biological evaluation of both the reported and revised structures of tyroscherin have been achieved. Central to our synthesis is a cross metathesis reaction that generated the trans-olefin regioselectively. This synthetic strategy enabled the facile manipulation of tyroscherin stereochemistry, facilitating the generation of all 16 tyroscherin diastereomers and a photoactivatable tyroscherin-based affinity probe for future mode of action studies.

Total Synthesis and Biological Evaluation of Tyroscherin