Stereoselective Olefin Isomerization Leading to Asymmetric Quaternary Carbon Construction
Kan Wang, Christopher J. Bungard and Scott G. Nelson*
*Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, Email: sgnelsonpitt.edu
K. Wang, C. J. Bungard, S. G. Nelson, Org. Lett., 2007, 9, 2325-2328.
DOI: 10.1021/ol0706511
Abstract
Chemo- and stereoselective Ir(I)-catalyzed isomerization of 1,1-disubstituted and trisubstituted allylic ethers and in situ [3,3] sigmatropic rearrangement of the resulting allyl vinyl ethers provide for the highly stereoselective construction of quaternary carbon stereocenters.
see article for more examples
Asymmetric Claisen Rearrangements Enabled by Catalytic Asymmetric Di(allyl) Ether Synthesis
S. G. Nelson, K. Wang, J. Am. Chem. Soc., 2006, 128, 4232-4233.
Key Words
Claisen Rearrangement, Aldehydes
ID: J54-Y2007-1840