A seven-step total synthesis of the axially chiral, dimeric tetrahydroxanthone natural product rugulotrosin A is described. The synthesis employs a one-pot Suzuki coupling/dimerization to generate the 2,2′-biaryl linkage using point-to-axial chirality transfer. Computational studies are described that rationalize the observed atropselectivity.
- Tian Qin
- Sarah L. Skraba-Joiner
- John A. Porco Jr
