1213786-39-0Relevant academic research and scientific papers
A new class of modular P,N-ligand library for asymmetric Pd-catalyzed allylic substitution reactions: A study of the key Pd-π- allyl intermediates
Mazuela, Javier,Paptchikhine, Alexander,Tolstoy, Paeivi,Pamies, Oscar,Dieguez, Montserrat,Andersson, Pher G.
experimental part, p. 620 - 638 (2010/06/12)
A new class of modular P,N-ligand libary has been Synthesized and screened in the pd-catalyzed allylic substitution reaction of several substrate types. These series of ligands can be prepared efficiently from easily accessible hydroxyle - oxazale/ thiazale de-rivatives. modular nature enables the bridge, the substituents at teh hetro cyclic ring and in the alkyl back bone chain, the configuration of the ligand backbone, and the substituents/configurations in the biaryl phosphite moiety to be easily and systematically varied. By carefully selecting the ligand components, therefore, high regio- and enantioselectivities (ee values up to 96%) and good activities are achieved in a broad range of mono-, di-, and trisubstituted linear hindered and unhindered substrates and cyclic substrates. The NMR spectroscopic and DFT studies on the Pdπ-allyl intermediates provide a deeper understanding of the effect of ligand parameters on the origin of enantioselectivity.
