1175039-36-7Relevant articles and documents
Catalytic enantioselective allylation of dienals through the intermediacy of unsaturated π-allyl complexes
Zhang, Ping,Morken, James P.
supporting information; experimental part, p. 12550 - 12551 (2010/01/30)
(Chemical Equation Presented) The nickel-catalyzed enantioselective addition of allylboronic acid pinacol ester [allylB(pin)] to >,β,γ,δ-unsaturated aldehydes is described. This reaction results in a remarkable inversion of substrate olefin geometry, providing the Z,E-configured reaction product in good enantioselectivity and olefin stereoselectivity. The reaction appears to proceed by conversion of the dienal to an unsaturated B-allyl complex followed by reductive elimination via transition state II. Enantioselectivities range from 73-94% ee for a range of δ-substituted dienals when chiral ligand L3 is employed.
