Greenfield Scott J, Agarkov Anton, Gilbertson Scott R
Department of Chemistry, Washington University, One Brookings Drive, Campus 1134, Saint Louis, Missouri 63130-4899, USA.
Org Lett. 2003 Aug 21;5(17):3069-72. doi: 10.1021/ol035097j.
[reaction: see text] Work toward the development of a bisphosphine ligand system for the palladium-catalyzed addition to cyclic allyl acetates is reported. A parallel approach using phosphine-containing amino acids in conjunction with natural amino acids was used to develop a selective ligand system. The ligand system was examined while attached to the polymer support as well as in solution. Selectivites with the difficult substrate 3-acetoxycyclopentene of up to 95% ee are reported.