Premium
d ‐Fructose Based Spiro‐Fused PHOX Ligands: Palladium Complexes and Application in Catalysis
Author(s) -
Imrich Michael R.,
MaichleMössmer Cäcilia,
Ziegler Thomas
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900490
Subject(s) - chemistry , palladium , catalysis , alkylation , substrate (aquarium) , stereochemistry , combinatorial chemistry , organic chemistry , oceanography , geology
Phosphinooxazoline (PHOX) ligands are an important class of ligands in asymmetric catalysis. Recently we reported on the synthesis of d ‐fructose based spiro‐fused PHOX ligands. Here, we now present the application of these ligands in asymmetric alkylation. In addition, we prepared palladium complexes of our previous spiro‐PHOX ligands and characterized them by X‐ray crystallography. With the knowledge of the molecular structure of these spiro‐PHOX palladium complexes we prepared two “improved” d ‐fructose based spiro‐fused PHOX ligands the application of which in asymmetric alkylation resulted in high enantioselectivities ( er up to 93:7) in a broad substrate range.