Asymmetric Intermolecular Heck Reaction of Aryl Halides
Chunlin Wu and Jianrong Zhou (Steve)*
*Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371, Email: jrzhountu.edu.sg
C. Wu, J. Zhou, J. Am. Chem. Soc., 2014, 136, 650-652.
In an asymmetric intermolecular Heck reaction, various cyclic olefins coupled with aryl and vinyl bromides in high enantioselectivity. Only bisphosphine oxides on a spiro backbone formed highly stereoselective Pd catalysts. The use of alkylammonium salts and alcoholic solvents were essential to promote halide dissociation from the arylpalladium intermediate.
see article for more examples
Palladium-Catalyzed, Asymmetric Mizoroki-Heck Reaction of Benzylic Electrophiles Using Phosphoramidites as Chiral Ligands
Z. Yang, J. Zhou, J. Am. Chem. Soc., 2012, 134, 11833-11835.
Heck reaction, 2,5-dihydrofurans, cyclopentenes, 3-pyrrolines