Asymmetric, Catalytic Synthesis of α-Chiral Amines Using a Novel Bis(phosphine) Monoxide Chiral Ligand
- 30 October 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (47) , 14260-14261
- https://doi.org/10.1021/ja038291+
Abstract
We have shown that Me-DuPHOS monoxide (BozPHOS) is a very effective ligand in the copper-catalyzed addition of dialkylzinc to N-phosphinoylimines providing access to α-chiral amines. The new ligand is particularly effective for the addition of the lesser reactive dimethylzinc. The major advantages of this process are high yields, broad substrate scope, and high enantioselectivities with low catalyst loading (3 mol %).Keywords
This publication has 8 references indexed in Scilit:
- Enantioselective Synthesis of Propargylamines through Zr-Catalyzed Addition of Mixed Alkynylzinc Reagents to AryliminesOrganic Letters, 2003
- Catalytic Enantioselective Strecker Reaction of KetoiminesJournal of the American Chemical Society, 2003
- anti-Selective Direct Catalytic Asymmetric Mannich-type Reaction of Hydroxyketone Providing β-Amino AlcoholsJournal of the American Chemical Society, 2003
- Asymmetric, Catalytic Phenyl Transfer to Imines: Highly Enantioselective Synthesis of DiarylmethylaminesAngewandte Chemie International Edition in English, 2002
- The Asymmetric Dialkylzinc Addition to Imines Catalyzed by [2.2]Paracyclophane-Based N,O-LigandsJournal of the American Chemical Society, 2002
- Rhodium-catalyzed asymmetric arylation of α,β-unsaturated imines with arylstannanes. Catalytic asymmetric synthesis of allylic aminesTetrahedron, 2001
- Copper−Amidophosphine Catalyst in Asymmetric Addition of Organozinc to IminesJournal of the American Chemical Society, 2000
- Cyclische Phenyl‐carbamate des Miotin‐Typs und ihre Wirkung auf die AcetylcholinesteraseHelvetica Chimica Acta, 1990