Syntheses of Steroidal Vinyl Ethers Using Palladium Acetate−Phenanthroline as Catalyst

Modular ketal-linked prodrugs and biomaterials enabled by organocatalytic transisopropenylation of alcohols

“…However, such catalytic transisopropenylation approaches have been scarcely reported 38 . Although there are several transition-metal-catalyzed methods for transvinylation of alcohols 38 – 43 , most of them do not apply to transisopropenylation of alcohols 25 , 42 , 44 . To the best of our knowledge, the only catalytic transisopropenylation of alcohols was achieved using isopropenyl acetate and [Ir(cod)Cl] 2 /Na 2 CO 3 catalytic system 38 .…”

Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step

“…Mildly oxidizing conditions using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) were used for the removal of the p -methoxybenzyl (PMB) group to provide alcohols 14 ( Scheme 3 ). Several palladium(II) catalysts have been tested for the conversion of alcohols to vinyl ethers 15 [ 13 , 44 – 46 ]. We found that the best yields were obtained using Pd(TFA) 2 and n -butyl vinyl ether as solvent in the presence of bathophenanthroline as ligand.…”

Transition-Metal-Catalyzed Reactions in Steroid Synthesis

“…243 Primary and secondary steroidal O-vinyl ethers were synthesized from the corresponding alcohols and ethyl vinyl ether in the presence of bis(acetato)-(1,10-phenantroline-N 1 ,N 10 )palladium as the catalyst. 244 …”