191089-67-5Relevant articles and documents
Tandem Z-Selective Cross-Metathesis/Dihydroxylation: Synthesis of anti-1,2-Diols
Dornan, Peter K.,Wickens, Zachary K.,Grubbs, Robert H.
supporting information, p. 7134 - 7138 (2015/06/16)
Abstract: A stereoselective synthesis of anti-1,2-diols has been developed using a multitasking Ru catalyst in an assisted tandem catalysis protocol. A cyclometalated Ru complex catalyzes first a Z-selective cross-metathesis of two terminal olefins, followed by a stereospecific dihydroxylation. Both steps are catalyzed by Ru, as the Ru complex is converted to a dihydroxylation catalyst upon addition of NaIO4. A variety of olefins were transformed into valuable, highly functionalized, and stereodefined molecules. Mechanistic experiments were performed to probe the nature of the oxidation step and catalyst inhibition pathways. These experiments point the way to more broadly applicable tandem catalytic transformations. Two steps with one cat.: 1,2-anti-Diols are accessible through a tandem Z-selective cross-metathesis/dihydroxylation using an assisted tandem catalysis protocol. Both steps are catalyzed by the Ru complex, and the stereocontrol of the cross-metathesis is translated through high stereospecificity in the dihydroxylation step to diastereoselectivity for the 1,2-anti-diol.
A new class of oxygen nucleophiles for regioselective 1,4-addition to butadiene monoxide catalyzed by palladium complexes
Bianchi, Daniele,Querci, Cecilia,Ricci, Marco,Santi, Roberto
, p. 3081 - 3084 (2007/10/03)
Butadiene monoxide reacts with high regioselectively with anhydrides to give preferentially diesters of 2 buten-1,4-diol in presence of palladium phosphine complexes. Reaction regioselectivity is strongly influenced by the nature of palladium ligand, anhydride and solvent.
