Diastereoselective Construction of Functionalized Homoallylic Alcohols by Ni-Catalyzed Diboron-Promoted Coupling of Dienes and Aldehydes
Hee Yeon Cho and James P. Morken*
*Department of Chemistry, Merkert Chemistry Center, Boston
College, Chestnut Hill, Massachusetts 02467, Email: morken
bc.edu
H. Y. Cho, J. P. Morken, J. Am. Chem. Soc., 2008, 130, 16140-16141.
DOI: 10.1021/ja806113v
Abstract
A regio- and diastereoselective nickel-catalyzed reductive coupling of carbonyls with dienes in the presence of a stoichiometric amount of bis(pinacolato)diboron furnishes allyl boronic esters as the reaction product, which was readily converted to the derived allylic alcohol by oxidative workup.
see article for more examples
Asymmetric 1,4-Dihydroxylation of 1,3-Dienes by Catalytic Enantioselective Diboration
H. E. Burks, L. T. Kliman, J. P. Morken, J. Am. Chem. Soc., 2009, 131, 9134-9135.
Key Words
Homoallylic Alcohols, Hydroxylation
ID: J48-Y2008-3600
