Fig. 3: Synthesis of chiral tricyclo[5.2.1.04,8]decadienes.

a Au-catalyzed intramolecular alkene-alkyne coupling reactions. b Cycloisomerizations of 3aa and further transformations. aAuPPh3Cl, AgSbF6, THF. b24 h. cMeMgBr, THF. dNIS, DCM. e4-MeOC6H4B(OH)2, Pd(OAc)2, S-Phos, K3PO4, Toluene. fEthyl acrylate, Pd(OAc)2, PPh3, Et3N, DMF. gPhenylacetylene, Pd(PPh3)2Cl2, CuI, Et3N/Toluene = 1/3. hCO, Pd(OAc)2, DPPF, DIPEA, MeOH. iDCO2Na, Pd(PPh3)2Cl2, Et3N, DMF. jPhSeSePh, NFSI, THF.