Investigating the Nature of Palladium Chain-Walking in the Enantioselective Redox-Relay Heck Reaction of Alkenyl Alcohols

@inproceedings{Hilton2014InvestigatingTN,
  title={Investigating the Nature of
Palladium Chain-Walking
in the Enantioselective Redox-Relay Heck Reaction of Alkenyl Alcohols},
  author={Margaret J. Hilton and Li-ping Xu and Per-Ola Norrby and Yun-Dong Wu and Olaf G. Wiest and Matthew S Sigman},
  booktitle={The Journal of organic chemistry},
  year={2014}
}
The mechanism of the redox-relay Heck reaction was investigated using deuterium-labeled substrates. Results support a pathway through a low energy palladium-alkyl intermediate that immediately precedes product formation, ruling out a tautomerization mechanism. DFT calculations of the relevant transition structures at the M06/LAN2DZ+f/6-31+G* level of theory… CONTINUE READING