General method for the palladium-catalyzed allylation of aliphatic alcohols.
A palladium catalysis-mediated approach to coupling aliphatic alcohols with allyl carbonates has been developed. The method allows for the allylation of primary, secondary, and tertiary alcohols efficiently under mild conditions. Limitations were explored as well as the asymmetric application of the chemistry. Regiochemical and olefin geometry was controlled in the coupling of unsymmetrical allylating agents. Transient allyl carbonates were observed in the coupling, which comprised the trans-carboxylation of the allyl-carbonate with the requisite alcohol.
Haight
Anthony R
AR
GPRD Process Research and Development, Abbott Laboratories, Bldg. R8/1, 1401 Sheridan Rd., North Chicago, Illinois 60064-6285, USA. anthony.haight@abbott.com
Stoner
Eric J
EJ
Peterson
Matthew J
MJ
Grover
Vandana K
VK